{"id":30417,"date":"2020-02-25T08:10:59","date_gmt":"2020-02-25T00:10:59","guid":{"rendered":"\/\/www.gsbet888.com\/?p=30417"},"modified":"2020-02-24T10:51:14","modified_gmt":"2020-02-24T02:51:14","slug":"alison-j-frontier","status":"publish","type":"post","link":"\/\/www.gsbet888.com\/chemists\/2020\/02\/alison-j-frontier.html","title":{"rendered":"Alison J. Frontier"},"content":{"rendered":"<p><strong>\u4f5c\u8005 \u77f3\u6cb9\u919a<\/strong><\/p>\n<h4><strong>\u6982\u8981<\/strong><\/h4>\n<p>Alison J. Frontier\uff0cRochester\u5927\u5b66\u5316\u5b66\u5b66\u9662\u6559\u6388\u3002(\u8bfe\u9898\u7ec4\u4e3b\u9875\uff1a<a href=\"http:\/\/chem.chem.rochester.edu\/~ajfgrp\/index.html\">http:\/\/chem.chem.rochester.edu\/~ajfgrp\/index.html<\/a>\uff09<\/p>\n<h4><strong>\u7ecf\u5386<\/strong><\/h4>\n<ul style=\"list-style-type: circle;\">\n<li>1992\u5e74\u83b7\u5f97\u54c8\u4f5b\u5927\u5b66\u5b66\u58eb\u5b66\u4f4d\uff08Yoshito Kishi \u6559\u6388\uff09<\/li>\n<li>1994-1999\u5e74\u83b7\u5f97\u54e5\u4f26\u6bd5\u4e1a\u5927\u5b66\u535a\u58eb\u5b66\u4f4d\uff08\u00a0<a href=\"http:\/\/www.columbia.edu\/cu\/chemistry\/fac-bios\/danishefsky\/faculty.html\">Samuel Danishefsky<\/a>\u6559\u6388\uff09<\/li>\n<li>1999\u20132001\u5e74\uff0c\u65af\u5766\u798f\u5927\u5b66\u535a\u58eb\u540e\u7814\u7a76\u5458\uff08\u00a0<a href=\"http:\/\/www.stanford.edu\/group\/bmtrost\/\">Barry Trost<\/a>\u6559\u6388\uff09<\/li>\n<li>2002\u20132008\u5e74\uff0c\u7f57\u5207\u65af\u7279\u5927\u5b66\uff0c\u52a9\u7406\u6559\u6388<\/li>\n<li>2013\u5e74\u2013\u81f3\u4eca\uff0c\u7f57\u5207\u65af\u7279\u5927\u5b66\uff0c\u6559\u6388<strong>\u00a0<\/strong><\/li>\n<\/ul>\n<h4><strong>\u7814\u7a76\u9886\u57df<\/strong><\/h4>\n<p>Alison J. Frontier\u81ea\u5efa\u7ec4\u4ee5\u6765\uff0c\u5979\u7684\u7814\u7a76\u5174\u8da3\u5305\u62ec\u5177\u6709\u751f\u7269\u6d3b\u6027\u7684\u5929\u7136\u4ea7\u7269\u5168\u5408\u6210\u3001\u4e0d\u5bf9\u79f0\u50ac\u5316\u3001\u5468\u73af\u53cd\u5e94\u7814\u7a76\u4ee5\u53ca\u6709\u673a\u5408\u6210\u4e2d\u7684\u91d1\u5c5e\u6709\u673a\u7b56\u7565\u7684\u53d1\u5c55\u3002<\/p>\n<p><strong>1.\u5929\u7136\u4ea7\u7269\u5168\u5408\u6210<\/strong><\/p>\n<p>Alison J. Frontier\u6700\u5177\u4ee3\u8868\u6027\u7684\u5de5\u4f5c\u5c31\u662f\u5bf9\u4e8eNazarov\u53cd\u5e94\u7684\u6df1\u5165\u7814\u7a76\u4ee5\u53ca\u7528Nazarov\u53cd\u5e94\u4e3a\u5173\u952e\u6b65\u9aa4\u5408\u6210\u5929\u7136\u4ea7\u7269\u5206\u5b50\u3002Alison J. Frontier\u4ece\u5efa\u7ec4\u5230\u76ee\u524d\u5df2\u7ecf\u5b8c\u6210\u4e86\uff081\uff09\u4ece\u516b\u89d2\u8334\u9999\u4e2d\u5206\u79bb\u5f97\u5230\u5177\u6709\u7279\u6b8a\u795e\u7ecf\u6d3b\u6027\u7684\u660e\u661f\u5206\u5b50Merrilactone A<sup>[1]<\/sup>\uff0c\uff082\uff09\u4eceAglia elliptifolia \u690d\u7269\u4e2d\u5206\u79bb\u5f97\u5230\u5177\u6709\u6291\u5236\u7ec6\u80de\u751f\u957f\u548c\u6740\u4f24\u7ec6\u80de\u6d3b\u6027\u7684Rocaglamide<sup>[2]<\/sup>,\uff083\uff09\u4ece\u98df\u7528\u8611\u83c7\u4e2d\u5206\u79bb\u5f97\u5230\u5177\u6709\u6291\u5236\u6854\u6897\u548c\u67af\u8349\u82bd\u5b62\u6746\u83cc\u751f\u7269\u6d3b\u6027 \u7684Enokipodin B<sup>[3]<\/sup>,\uff084\uff09\u4ece\u94fe\u9709\u83cc\u5c5e\u4e2d\u5206\u79bb\u5f97\u5230\u5927\u8c46\u8102\u6c27\u5408\u9176\uff08SLO\uff09\u7684\u4e2d\u7b49\u6291\u5236\u6d3b\u6027\u7684Tetrapetalone A-Me Aglycon<sup>[4]<\/sup>,\u53ca\u5176\u884d\u751f\u7269Tetrapetalone A<sup>[5]<\/sup>\u7b49\u5929\u7136\u4ea7\u7269\u5206\u5b50\u7684\u5408\u6210\u3002\uff08\u89c1scheme 1\uff09<\/p>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/1-14.png\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-30418 \" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/1-14.png\" alt=\"\" width=\"653\" height=\"467\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/1-14.png 1057w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/1-14-300x215.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/1-14-680x486.png 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/1-14-768x549.png 768w\" sizes=\"(max-width: 653px) 100vw, 653px\" \/><\/a><\/p>\n<p style=\"text-align: center;\">Scheme 1.\u5929\u7136\u4ea7\u7269\u7684\u5408\u6210<\/p>\n<p style=\"text-align: left;\"><strong>2.\u6709\u673a\u65b9\u6cd5\u5b66\u7684\u7814\u7a76\uff08<\/strong><strong>Nazarov<\/strong><strong>\u53cd\u5e94\u65b9\u9762\u7814\u7a76\uff09<\/strong><\/p>\n<p>\u7eb3\u624e\u7f57\u592b\u73af\u5316\u53cd\u5e94\uff08Nazarov\u73af\u5316\u53cd\u5e94\uff09\u9996\u5148\u4e8e1957\u5e74\u7531\u82cf\u8054\u5316\u5b66\u5bb6\u4f0a\u51e1\u00b7\u5c3c\u53e4\u62c9\u8036\u7ef4\u5947\u00b7\u7eb3\u624e\u7f57\u592b\u62a5\u9053\uff0c\u5176\u4e2d\u5fc3\u6b65\u9aa4\u662f\u4e00\u4e2a\u4e94\u539f\u5b504n\u4f53\u7cfb\u5728\u52a0\u70ed\u60c5\u51b5\u4e0b\u7684\u7535\u73af\u5316\u987a\u65cb\u5173\u73af\u53cd\u5e94\u3002\u8be5\u53cd\u5e94\u662f\u4e8c\u4e59\u70ef\u57fa\u916e\u7c7b\u5316\u5408\u7269\u5728\u8d28\u5b50\u9178\uff08\u5982\u786b\u9178\u3001\u78f7\u9178\uff09\u6216\u8def\u6613\u65af\u9178\uff08\u5982\u6c2f\u5316\u94dd\u3001\u4e09\u6c1f\u7532\u78fa\u9178\u94aa\uff09\u4f5c\u7528\u4e0b\u91cd\u6392\u4e3a\u73af\u620a\u70ef\u916e\u884d\u751f\u7269\u7684\u4e00\u7c7b\u6709\u673a\u5316\u5b66\u53cd\u5e94\u3002\uff08scheme 2\uff09<\/p>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/2-13.png\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-30419 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/2-13.png\" alt=\"\" width=\"739\" height=\"191\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/2-13.png 739w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/2-13-300x78.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/2-13-680x176.png 680w\" sizes=\"(max-width: 739px) 100vw, 739px\" \/><\/a><\/p>\n<p style=\"text-align: center;\">Scheme 2 Nazarov\u53cd\u5e94<\/p>\n<p>\u57fa\u4e8e\u524d\u4eba\u7684\u5de5\u4f5c\uff0cAlison J. Frontier\u6559\u6388\u5728\u8fd9\u65b9\u9762\u5f00\u521b\u4e86\u4e00\u7cfb\u5217\u65b9\u6cd5\u5b66\u4ee5\u53ca\u5c06\u65b9\u6cd5\u5b66\u9886\u57df\u7684\u6210\u679c\u5e94\u7528\u4e8e\u5168\u5408\u6210\u9886\u57df\u65b9\u9762\u7684\u5de5\u4f5c\u3002<\/p>\n<p><strong>2.1 <\/strong><strong>\u91d1\u5c5e\u50ac\u5316\u7684<\/strong><strong>Nazarov<\/strong><strong>\u53cd\u5e94<\/strong><\/p>\n<p>Alison J. Frontier\u6559\u6388\u57fa\u4e8e\u524d\u4eba\u548c\u81ea\u5df1\u4e00\u4e9b\u63a2\u7d22\uff0c\u4ece2004\u5e74\u5f00\u59cb\u5230\u76ee\u524d\u5df2\u7ecf\u53d1\u73b0\u4e86Ir<sup>[6-10]<\/sup>\uff0cPd<sup>[10]<\/sup>\u9633\u79bb\u5b50\u53ef\u4ee5\u5f88\u597d\u7684\u50ac\u5316Nazarov\u53cd\u5e94\u3002\uff08scheme 3\uff09\u4f8b2006\u5e74Alison J. Frontier\u6559\u6388\u4f7f\u7528Ir\u914d\u5408\u7269\u9633\u79bb\u5b50\uff08scheme 3\u4e2d\u7684<strong>1<\/strong>\uff09\u5b9e\u73b0\u4e32\u8054\u7684Nazarov\u73af\u5316\/Michael\u52a0\u6210\u53cd\u5e94\u7684\u65b9\u6cd5\u5b66\uff0c\u4e00\u6b65\u6784\u5efa\u4e86\u4e94\u5143\u73af\u4ee5\u53ca\u4e09\u4e2a\u8fde\u7eed\u7684\u624b\u6027\u4e2d\u5fc3<sup>[8]<\/sup>\u3002\uff08scheme 4\uff09\u5e76\u4e14\u8fd8\u4f7f\u7528Ir\u914d\u5408\u7269\u9633\u79bb\u5b50\uff08scheme 3\u4e2d\u7684<strong>1<\/strong>\uff09\u5b9e\u73b0Nazarov\u73af\u5316\u65b9\u6cd5\u5e94\u7528\u4e8eMerrilactone A\u5168\u5408\u6210\u4e2d<sup>[1]<\/sup>\u3002<\/p>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/3-14.png\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-30420 \" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/3-14.png\" alt=\"\" width=\"698\" height=\"425\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/3-14.png 1006w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/3-14-300x183.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/3-14-680x414.png 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/3-14-768x467.png 768w\" sizes=\"(max-width: 698px) 100vw, 698px\" \/><\/a><\/p>\n<p style=\"text-align: center;\">scheme 3 \u8fc7\u6e21\u91d1\u5c5e\u914d\u5408\u7269\u9633\u79bb\u5b50<\/p>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/4-3.jpg\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-30421 \" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/4-3.jpg\" alt=\"\" width=\"785\" height=\"221\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/4-3.jpg 995w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/4-3-300x84.jpg 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/4-3-680x191.jpg 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/4-3-768x216.jpg 768w\" sizes=\"(max-width: 785px) 100vw, 785px\" \/><\/a><\/p>\n<p style=\"text-align: center;\">Scheme 4 Nazarov\u73af\u5316\/Michael\u52a0\u6210\uff08\u6765\u81ea\u4e8e<em>J. Am. Chem. Soc.<\/em>\u00a02006, 128, 5312\uff09<\/p>\n<p>\u9664\u4e86\u4e0a\u8ff0 Ir , Pd \u9633\u79bb\u5b50\u50ac\u5316\u7684Nazarov\u53cd\u5e94\uff0c\u8fd8\u53d1\u73b0\u4e86\u91d1\u50ac\u5316\u7684Nazarov\u53cd\u5e94<sup>[11]<\/sup>\u53ca\u4e32\u8054\u53cd\u5e94\u3002\u8be5\u4f53\u7cfb\u53d6\u5f97\u4e86\u826f\u597d\u7684\u53cd\u5e94\u7ed3\u679c\uff0c\u5e76\u4e14\u5b9e\u73b0\u4e86\u91d1\u50ac\u5316\u5242\u7684\u56de\u6536\u5faa\u73af\u5229\u7528\u3002\uff08scheme 5\uff09<\/p>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/5-3.jpg\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-30422 \" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/5-3.jpg\" alt=\"\" width=\"729\" height=\"432\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/5-3.jpg 943w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/5-3-300x178.jpg 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/5-3-680x402.jpg 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/5-3-768x454.jpg 768w\" sizes=\"(max-width: 729px) 100vw, 729px\" \/><\/a><\/p>\n<p>&nbsp;<\/p>\n<p style=\"text-align: center;\">Scheme 5\u00a0 Au\u50ac\u5316\u7684Nazarov\u53cd\u5e94\u53ca\u5176\u4e32\u8054\u53cd\u5e94\uff08\u6765\u81ea\uff1a<em>Org. Lett.<\/em>\u00a02014, 16, 800\uff09<\/p>\n<p><strong>2.2 <\/strong><strong>\u8def\u6613\u65af\u9178<\/strong><strong>\u50ac\u5316\u7684<\/strong><strong>Nazarov<\/strong><strong>\u53cd\u5e94<\/strong><\/p>\n<p>\u53d7\u5230Danishefsky<sup>[12]<\/sup>\u548cRawal<sup>[13]<\/sup>\u7684Diels-Alder\u53cd\u5e94\u4e2d\u4e8c\u70ef\u548c\u4eb2\u4e8c\u70ef\u4f53\u7684\u4f9b\u4f53\/\u53d7\u4f53\u4e8c\u8005\u7684\u5173\u7cfb\u5f15\u8d77\u4e86Alison J. Frontier\u6559\u6388\u7684\u9ad8\u5ea6\u7684\u91cd\u89c6\u5e76\u505a\u51fa\u4e86\u620a\u4e8c\u70ef\u57fa\u9633\u79bb\u5b502\u7684\u6781\u5316\u6216\u53bb\u5bf9\u79f0\u5316\u662f\u5426\u4f1a\u6539\u5584\u7eb3\u624e\u7f57\u592b\u73af\u5316\u53cd\u5e94\u7684\u53cd\u5e94\u6027\u548c\u9009\u62e9\u6027\u7684\u731c\u60f3\u3002\u5e76\u4e14\u5bf9\u53cd\u5e94\u8fdb\u884c\u4e86\u65b0\u7684\u8bbe\u8ba1\uff1a\u8ba1\u5212\u5bf9<strong>1P<\/strong>\u578b\u4e8c\u4e59\u70ef\u57fa\u916e\u7684\u5408\u6210\u548c\u73af\u5316\u8fdb\u884c\u7814\u7a76\uff0c\u8be5\u916e\u5728\u4e00\u4e2aR\u4f4d\u7f6e\u5e26\u6709\u4e00\u4e2a\u4f9b\u7535\u5b50\u57fa\u56e2\uff08\u4f8b\u5982<strong>C2<\/strong>\uff09\uff0c\u5728\u53e6\u4e00\u4e2aR\u4f4d\u7f6e\u5e26\u6709\u4e00\u4e2a\u5438\u7535\u5b50\u57fa\u56e2\uff08\u4f8b\u5982<strong>C4<\/strong>\uff09\uff0c\u5e0c\u671b\u7528\u8def\u6613\u65af\u9178\u5904\u7406<strong>1P<\/strong>\u4f1a\u5728\u672b\u7aef\u4ea7\u751f\u4e92\u8865\u7684\u8f68\u9053\u7cfb\u6570\u6765\u4fc3\u8fdb\u4e2d\u95f4\u4f53<strong>2P<\/strong>\u7684\u5408\u6210\uff0c\u8fbe\u5230\u53ef\u63d0\u9ad8\u53cd\u5e94\u6027\u3002\u800c<strong>C2<\/strong>\u548c<strong>C4<\/strong>\u5904\u7684\u53d6\u4ee3\u57fa\u4e5f\u4f1a\u4f7f\u7f9f\u57fa\u70ef\u4e19\u57fa\u9633\u79bb\u5b50\uff08<strong>3P<\/strong>\uff09\u5bf9\u79f0\u6027\u964d\u4f4e\uff0c\u6709\u671b\u6539\u5584\u6d88\u9664\u6b65\u9aa4\u7684\u9009\u62e9\u6027\u3002<sup>[14-15]<\/sup>\uff08scheme 6\uff09\u4f5c\u8005\u901a\u8fc7\u4e0a\u9762\u7684\u7b56\u7565\u5bf9\u4e8eNazarov\u53cd\u5e94\u8fdb\u884c\u65b0\u7684\u8bbe\u8ba1\u5e76\u4e14\u53d6\u5f97\u4e86\u597d\u7684\u9009\u62e9\u6027\u548c\u53cd\u5e94\u6027\u3002<sup>[14]<\/sup>\uff08scheme 7\uff09<\/p>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/6-3.jpg\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-30423 \" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/6-3.jpg\" alt=\"\" width=\"817\" height=\"119\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/6-3.jpg 1242w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/6-3-300x44.jpg 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/6-3-680x99.jpg 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/6-3-768x112.jpg 768w\" sizes=\"(max-width: 817px) 100vw, 817px\" \/><\/a><\/p>\n<p style=\"text-align: center;\">Scheme 6 \u6781\u5316\u5bf9\u4e8eNazarov\u53cd\u5e94\u7684\u5f71\u54cd\uff08\u6765\u81ea<em>J. Am. Chem. Soc.<\/em>\u00a02008, 130,1003\uff09<\/p>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/7-2.jpg\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-30424 \" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/7-2.jpg\" alt=\"\" width=\"755\" height=\"277\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/7-2.jpg 1188w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/7-2-300x110.jpg 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/7-2-680x249.jpg 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/7-2-768x281.jpg 768w\" sizes=\"(max-width: 755px) 100vw, 755px\" \/><\/a><\/p>\n<p style=\"text-align: center;\">Scheme 7 \u65b0\u8bbe\u8ba1\u7684Nazarov\u53cd\u5e94\uff08<em>J. Am. Chem. Soc.<\/em>\u00a02008, 130,1003\uff09<\/p>\n<p><strong>3.\u5176\u4ed6\u65b9\u9762<\/strong><\/p>\n<p>Alison J. Frontier\u6559\u6388\u9664\u4e86\u5728\u4e0a\u8ff0\u65b9\u9762\u7684\u5de5\u4f5c\u4ee5\u5916\uff0c\u5176\u8fd8\u5728\u5171\u8f6d\u73af\u52a0\u6210<sup>[16]<\/sup>\u4ee5\u53caNazarov\u53cd\u5e94\u53ca\u4e32\u8054\u53cd\u5e94<sup>[8,11,17]<\/sup>\u4e2d\u505a\u51fa\u4e86\u4e00\u4e9b\u5de5\u4f5c\u3002<\/p>\n<p><strong>\u5176\u4ed6<\/strong><\/p>\n<p>2004\u5e74\u5f00\u59cb\uff0cAlison J. Frontier\u542f\u52a8\u4e86\u201c not voodoo\u201d\u8fd9\u4e2a\u7f51\u7ad9\uff0c\u4e13\u95e8\u4e3a\u90a3\u4e9b\u5f00\u59cb\u4e3a\u6709\u673a\u5316\u5b66\u7814\u7a76\u9879\u76ee\u8fdb\u884c\u72ec\u7acb\u5b9e\u9a8c\u7684\u5b66\u751f\u63d0\u4f9b\u5b9e\u9a8c\u6280\u5de7\u548c\u6280\u80fd\u3002\u8fd9\u4e2a\u7f51\u7ad9\u6bcf\u5929\u5438\u5f15\u4e86\u6765\u81ea\u4e16\u754c\u5404\u5730\u5b9e\u9a8c\u5ba4\u7684\u6570\u767e\u540d\u8bbf\u5ba2\u3002\uff08\u94fe\u63a5\uff1a<a href=\"http:\/\/chem.chem.rochester.edu\/~nvd\/\">http:\/\/chem.chem.rochester.edu\/~nvd\/<\/a>\uff09<\/p>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/8.jpg\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-30425 \" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/8.jpg\" alt=\"\" width=\"930\" height=\"171\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/8.jpg 1252w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/8-300x55.jpg 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/8-680x125.jpg 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2020\/02\/8-768x141.jpg 768w\" sizes=\"(max-width: 930px) 100vw, 930px\" \/><\/a><\/p>\n<h4><strong>\u53c2\u8003\u6587\u732e<\/strong><\/h4>\n<ul style=\"list-style-type: circle;\">\n<li>[1] He, W., Huang, J., Sun, X. &amp; Frontier, A. J. Total Synthesis of (\u00b1)-Merrilactone A. <em>J. Am. Chem. Soc.<\/em> <strong>130<\/strong>, 300-308, doi:10.1021\/ja0761986 (2008).<\/li>\n<li>[2] Malona, J. A., Cariou, K. &amp; Frontier, A. J. Nazarov Cyclization Initiated by Peracid Oxidation: The Total Synthesis of (\u00b1)-Rocaglamide. <em>J. Am. Chem. Soc.<\/em> <strong>131<\/strong>, 7560-7561, doi:10.1021\/ja9029736 (2009).<\/li>\n<li>[3] Leb\u0153uf, D., Wright, C. M. &amp; Frontier, A. J. Reagent Control of [1,2]-Wagner\u2013Meerwein Shift Chemoselectivity Following the Nazarov Cyclization: Application to the Total Synthesis of Enokipodin B. <em>Chem. Eur. J.<\/em> <strong>19<\/strong>, 4835-4841, doi:10.1002\/chem.201203395 (2013).<\/li>\n<li>[4] Carlsen, P. N., Mann, T. J., Hoveyda, A. H. &amp; Frontier, A. J. Synthesis of (\u00b1)-Tetrapetalone\u2005A-Me Aglycon. <em>Angew.Chem.Int.Ed.<\/em> <strong>53<\/strong>, 9334-9338, doi:10.1002\/anie.201404410 (2014).<\/li>\n<li>[5] Carlsen, P. N., Stoutenburg, E. G. &amp; Frontier, A. J. J. S. SYNTHESIS\u2013SYNLETT Lecture: Toward the Asymmetric Synthesis of Tetrapetalone A: Preparation of an Enantioenriched Indane Intermediate and Strategy for Endgame Glycosylation. <em>Synthesis<\/em> <strong>50<\/strong>, 1238-1245 (2018).<\/li>\n<li>[6] Janka, M., He, W., Frontier, A. J. &amp; Eisenberg, R. Efficient Catalysis of Nazarov Cyclization Using a Cationic Iridium Complex Possessing Adjacent Labile Coordination Sites. <em>J. Am. Chem. Soc.<\/em> <strong>126<\/strong>, 6864-6865, doi:10.1021\/ja049643v (2004).<\/li>\n<li>[7] Vaidya, T., Atesin, A. C., Herrick, I. R., Frontier, A. J. &amp; Eisenberg, R. A Highly Reactive Dicationic Iridium(III) Catalyst for the Polarized Nazarov Cyclization Reaction. <em>Angew. Chem. Int. Ed.<\/em> <strong>49<\/strong>, 3363-3366, doi:10.1002\/anie.201000100 (2010).<\/li>\n<li>[8] Janka, M.<em> et al.<\/em> Tandem Nazarov Cyclization\u2212Michael Addition Sequence Catalyzed by an Ir(III) Complex. <em>J. Am. Chem. Soc.<\/em> <strong>128<\/strong>, 5312-5313, doi:10.1021\/ja058772o (2006).<\/li>\n<li>[9] Vaidya, T., Manbeck, G. F., Chen, S., Frontier, A. J. &amp; Eisenberg, R. Divergent Reaction Pathways of a Cationic Intermediate: Rearrangement and Cyclization of 2-Substituted Furyl and Benzofuryl Enones Catalyzed by Iridium(III). <em>J. Am. Chem. Soc.<\/em> <strong>133<\/strong>, 3300-3303, doi:10.1021\/ja111317q (2011).<\/li>\n<li>[10] Zhang, J., Vaidya, T., Brennessel, W. W., Frontier, A. J. &amp; Eisenberg, R. Dicationic Palladium(II) Complexes as Active Lewis Acid Catalysts for Polarized Nazarov Cyclization. <em>Organometallics<\/em> <strong>29<\/strong>, 3341-3349, doi:10.1021\/om100274g (2010).<\/li>\n<li>[11] Vaidya, T., Cheng, R., Carlsen, P. N., Frontier, A. J. &amp; Eisenberg, R. Cationic Cyclizations and Rearrangements Promoted by a Heterogeneous Gold Catalyst. <em>Org. Lett.<\/em> <strong>16<\/strong>, 800-803, doi:10.1021\/ol403542k (2014).<\/li>\n<li>[12] Danishefsky, S. Siloxy dienes in total synthesis. <em>Acc. Chem. Res<\/em> <strong>14<\/strong>, 400-406, doi:10.1021\/ar00072a006 (1981).<\/li>\n<li>[13] Kozmin, S. A., Janey, J. M. &amp; Rawal, V. H. 1-Amino-3-siloxy-1,3-butadienes:\u2009 Highly Reactive Dienes for the Diels\u2212Alder Reaction. <em>J. Org. Chem.<\/em> <strong>64<\/strong>, 3039-3052, doi:10.1021\/jo981563k (1999).<\/li>\n<li>[14] He, W.<em> et al.<\/em> Polarizing the Nazarov Cyclization:\u2009 The Impact of Dienone Substitution Pattern on Reactivity and Selectivity. <em>J. Am. Chem. Soc.<\/em> <strong>130<\/strong>, 1003-1011, doi:10.1021\/ja077162g (2008).<\/li>\n<li>[15] He, W., Sun, X. &amp; Frontier, A. J. Polarizing the Nazarov Cyclization:\u2009 Efficient Catalysis under Mild Conditions. <em>J. Am. Chem. Soc.<\/em> <strong>125<\/strong>, 14278-14279, doi:10.1021\/ja037910b (2003).<\/li>\n<li>[16] Brooks, J. L. &amp; Frontier, A. J. Cyclization Cascades Initiated by 1,6-Conjugate Addition. <em>J. Am. Chem. Soc.<\/em> <strong>134<\/strong>, 16551-16553, doi:10.1021\/ja308451y (2012).<\/li>\n<li>[17] Holt, C., Alachouzos, G. &amp; Frontier, A. J. Leveraging the Halo-Nazarov Cyclization for the Chemodivergent Assembly of Functionalized Haloindenes and Indanones. <em>J. Am. Chem. Soc.<\/em> <strong>141<\/strong>, 5461-5469, doi:10.1021\/jacs.9b00198 (2019).<\/li>\n<\/ul>\n<p>\u672c\u6587\u7248\u6743\u5c5e\u4e8e<strong>\u00a0<a href=\"\/\/www.gsbet888.com\/\">Chem-Station\u5316\u5b66\u7a7a\u95f4<\/a>\uff0c<\/strong>\u00a0\u6b22\u8fce\u70b9\u51fb\u6309\u94ae\u5206\u4eab\uff0c\u672a\u7ecf\u8bb8\u53ef\uff0c\u8c22\u7edd\u8f6c\u8f7d\uff01<\/p>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"\u4f5c\u8005 \u77f3\u6cb9\u919a \u6982\u8981 Alison J. Frontier\uff0cRochester\u5927\u5b66\u5316\u5b66\u5b66\u9662\u6559\u6388\u3002(\u8bfe\u9898\u7ec4\u4e3b\u9875\uff1ahttp:\/\/chem.chem.rochester.edu\/~ajfgrp\/index.html\uff09 \u7ecf\u5386 1992\u5e74\u83b7\u5f97\u54c8\u4f5b\u5927\u5b66\u5b66\u58eb\u5b66\u4f4d\uff08Yoshito Kishi \u6559\u6388\uff09 1994-1999\u5e74\u83b7\u5f97\u54e5\u4f26\u6bd5\u4e1a\u5927\u5b66\u535a\u58eb\u5b66\u4f4d\uff08\u00a0Samuel Danishefsky\u6559\u6388\uff09 1999\u20132001\u5e74\uff0c\u65af\u5766\u798f\u5927\u5b66\u535a\u58eb\u540e\u7814\u7a76\u5458\uff08\u00a0Barry Trost\u6559\u6388\uff09 2002\u20132008\u5e74\uff0c\u7f57\u5207\u65af\u7279\u5927\u5b66\uff0c\u52a9\u7406\u6559\u6388 2013\u5e74\u2013\u81f3\u4eca\uff0c\u7f57\u5207\u65af\u7279\u5927\u5b66\uff0c\u6559\u6388\u00a0 \u7814\u7a76\u9886\u57df Alison J. Frontier\u81ea\u5efa\u7ec4\u4ee5\u6765\uff0c\u5979\u7684\u7814\u7a76\u5174\u8da3\u5305\u62ec\u5177\u6709\u751f\u7269\u6d3b\u6027\u7684\u5929\u7136\u4ea7\u7269\u5168\u5408\u6210\u3001\u4e0d\u5bf9\u79f0\u50ac\u5316\u3001\u5468\u73af\u53cd\u5e94\u7814\u7a76\u4ee5\u53ca\u6709\u673a\u5408\u6210\u4e2d\u7684\u91d1\u5c5e\u6709\u673a\u7b56\u7565\u7684\u53d1\u5c55\u3002 1.\u5929\u7136\u4ea7\u7269\u5168\u5408\u6210 Alison J. Frontier\u6700\u5177\u4ee3\u8868\u6027\u7684\u5de5\u4f5c\u5c31\u662f\u5bf9\u4e8eNazarov\u53cd\u5e94\u7684\u6df1\u5165\u7814\u7a76\u4ee5\u53ca\u7528Nazarov\u53cd\u5e94\u4e3a\u5173\u952e\u6b65\u9aa4\u5408\u6210\u5929\u7136\u4ea7\u7269\u5206\u5b50\u3002Alison J. Frontier\u4ece\u5efa\u7ec4\u5230\u76ee\u524d\u5df2\u7ecf\u5b8c\u6210\u4e86\uff081\uff09\u4ece\u516b\u89d2\u8334\u9999\u4e2d\u5206\u79bb\u5f97\u5230\u5177\u6709\u7279\u6b8a\u795e\u7ecf\u6d3b\u6027\u7684\u660e\u661f\u5206\u5b50Merrilactone A[1]\uff0c\uff082\uff09\u4eceAglia elliptifolia \u690d\u7269\u4e2d\u5206\u79bb\u5f97\u5230\u5177\u6709\u6291\u5236\u7ec6\u80de\u751f\u957f\u548c\u6740\u4f24\u7ec6\u80de\u6d3b\u6027\u7684Rocaglamide[2],\uff083\uff09\u4ece\u98df\u7528\u8611\u83c7\u4e2d\u5206\u79bb\u5f97\u5230\u5177\u6709\u6291\u5236\u6854\u6897\u548c\u67af\u8349\u82bd\u5b62\u6746\u83cc\u751f\u7269\u6d3b\u6027 \u7684Enokipodin B[3],\uff084\uff09\u4ece\u94fe\u9709\u83cc\u5c5e\u4e2d\u5206\u79bb\u5f97\u5230\u5927\u8c46\u8102\u6c27\u5408\u9176\uff08SLO\uff09\u7684\u4e2d\u7b49\u6291\u5236\u6d3b\u6027\u7684Tetrapetalone A-Me Aglycon[4],\u53ca\u5176\u884d\u751f\u7269Tetrapetalone A[5]\u7b49\u5929\u7136\u4ea7\u7269\u5206\u5b50\u7684\u5408\u6210\u3002\uff08\u89c1scheme 1\uff09 Scheme 1.\u5929\u7136\u4ea7\u7269\u7684\u5408\u6210 2.\u6709\u673a\u65b9\u6cd5\u5b66\u7684\u7814\u7a76\uff08Nazarov\u53cd\u5e94\u65b9\u9762\u7814\u7a76\uff09 \u7eb3\u624e\u7f57\u592b\u73af\u5316\u53cd\u5e94\uff08Nazarov\u73af\u5316\u53cd\u5e94\uff09\u9996\u5148\u4e8e1957\u5e74\u7531\u82cf\u8054\u5316\u5b66\u5bb6\u4f0a\u51e1\u00b7\u5c3c\u53e4\u62c9\u8036\u7ef4\u5947\u00b7\u7eb3\u624e\u7f57\u592b\u62a5\u9053\uff0c\u5176\u4e2d\u5fc3\u6b65\u9aa4\u662f\u4e00\u4e2a\u4e94\u539f\u5b504n\u4f53\u7cfb\u5728\u52a0\u70ed\u60c5\u51b5\u4e0b\u7684\u7535\u73af\u5316\u987a\u65cb\u5173\u73af\u53cd\u5e94\u3002\u8be5\u53cd\u5e94\u662f\u4e8c\u4e59\u70ef\u57fa\u916e\u7c7b\u5316\u5408\u7269\u5728\u8d28\u5b50\u9178\uff08\u5982\u786b\u9178\u3001\u78f7\u9178\uff09\u6216\u8def\u6613\u65af\u9178\uff08\u5982\u6c2f\u5316\u94dd\u3001\u4e09\u6c1f\u7532\u78fa\u9178\u94aa\uff09\u4f5c\u7528\u4e0b\u91cd\u6392\u4e3a\u73af\u620a\u70ef\u916e\u884d\u751f\u7269\u7684\u4e00\u7c7b\u6709\u673a\u5316\u5b66\u53cd\u5e94\u3002\uff08scheme 2\uff09 Scheme 2 Nazarov\u53cd\u5e94 \u57fa\u4e8e\u524d\u4eba\u7684\u5de5\u4f5c\uff0cAlison J. Frontier\u6559\u6388\u5728\u8fd9\u65b9\u9762\u5f00\u521b\u4e86\u4e00\u7cfb\u5217\u65b9\u6cd5\u5b66\u4ee5\u53ca\u5c06\u65b9\u6cd5\u5b66\u9886\u57df\u7684\u6210\u679c\u5e94\u7528\u4e8e\u5168\u5408\u6210\u9886\u57df\u65b9\u9762\u7684\u5de5\u4f5c\u3002 2.1 \u91d1\u5c5e\u50ac\u5316\u7684Nazarov\u53cd\u5e94 Alison J. Frontier\u6559\u6388\u57fa\u4e8e\u524d\u4eba\u548c\u81ea\u5df1\u4e00\u4e9b\u63a2\u7d22\uff0c\u4ece2004\u5e74\u5f00\u59cb\u5230\u76ee\u524d\u5df2\u7ecf\u53d1\u73b0\u4e86Ir[6-10]\uff0cPd[10]\u9633\u79bb\u5b50\u53ef\u4ee5\u5f88\u597d\u7684\u50ac\u5316Nazarov\u53cd\u5e94\u3002\uff08scheme 3\uff09\u4f8b2006\u5e74Alison J. Frontier\u6559\u6388\u4f7f\u7528Ir\u914d\u5408\u7269\u9633\u79bb\u5b50\uff08scheme 3\u4e2d\u76841\uff09\u5b9e\u73b0\u4e32\u8054\u7684Nazarov\u73af\u5316\/Michael\u52a0\u6210\u53cd\u5e94\u7684\u65b9\u6cd5\u5b66\uff0c\u4e00\u6b65\u6784\u5efa\u4e86\u4e94\u5143\u73af\u4ee5\u53ca\u4e09\u4e2a\u8fde\u7eed\u7684\u624b\u6027\u4e2d\u5fc3[8]\u3002\uff08scheme 4\uff09\u5e76\u4e14\u8fd8\u4f7f\u7528Ir\u914d\u5408\u7269\u9633\u79bb\u5b50\uff08scheme 3\u4e2d\u76841\uff09\u5b9e\u73b0Nazarov\u73af\u5316\u65b9\u6cd5\u5e94\u7528\u4e8eMerrilactone A\u5168\u5408\u6210\u4e2d[1]\u3002 scheme 3 \u8fc7\u6e21\u91d1\u5c5e\u914d\u5408\u7269\u9633\u79bb\u5b50 Scheme 4 Nazarov\u73af\u5316\/Michael\u52a0\u6210\uff08\u6765\u81ea\u4e8eJ. Am. Chem. Soc.\u00a02006, 128, 5312\uff09 \u9664\u4e86\u4e0a\u8ff0 Ir , Pd \u9633\u79bb\u5b50\u50ac\u5316\u7684Nazarov\u53cd\u5e94\uff0c\u8fd8\u53d1\u73b0\u4e86\u91d1\u50ac\u5316\u7684Nazarov\u53cd\u5e94[11]\u53ca\u4e32\u8054\u53cd\u5e94\u3002\u8be5\u4f53\u7cfb\u53d6\u5f97\u4e86\u826f\u597d\u7684\u53cd\u5e94\u7ed3\u679c\uff0c\u5e76\u4e14\u5b9e\u73b0\u4e86\u91d1\u50ac\u5316\u5242\u7684\u56de\u6536\u5faa\u73af\u5229\u7528\u3002\uff08scheme 5\uff09 &nbsp; Scheme 5\u00a0 Au\u50ac\u5316\u7684Nazarov\u53cd\u5e94\u53ca\u5176\u4e32\u8054\u53cd\u5e94\uff08\u6765\u81ea\uff1aOrg. Lett.\u00a02014, 16, 800\uff09 2.2 \u8def\u6613\u65af\u9178\u50ac\u5316\u7684Nazarov\u53cd\u5e94 \u53d7\u5230Danishefsky[12]\u548cRawal[13]\u7684Diels-Alder\u53cd\u5e94\u4e2d\u4e8c\u70ef\u548c\u4eb2\u4e8c\u70ef\u4f53\u7684\u4f9b\u4f53\/\u53d7\u4f53\u4e8c\u8005\u7684\u5173\u7cfb\u5f15\u8d77\u4e86Alison J. Frontier\u6559\u6388\u7684\u9ad8\u5ea6\u7684\u91cd\u89c6\u5e76\u505a\u51fa\u4e86\u620a\u4e8c\u70ef\u57fa\u9633\u79bb\u5b502\u7684\u6781\u5316\u6216\u53bb\u5bf9\u79f0\u5316\u662f\u5426\u4f1a\u6539\u5584\u7eb3\u624e\u7f57\u592b\u73af\u5316\u53cd\u5e94\u7684\u53cd\u5e94\u6027\u548c\u9009\u62e9\u6027\u7684\u731c\u60f3\u3002\u5e76\u4e14\u5bf9\u53cd\u5e94\u8fdb\u884c\u4e86\u65b0\u7684\u8bbe\u8ba1\uff1a\u8ba1\u5212\u5bf91P\u578b\u4e8c\u4e59\u70ef\u57fa\u916e\u7684\u5408\u6210\u548c\u73af\u5316\u8fdb\u884c\u7814\u7a76\uff0c\u8be5\u916e\u5728\u4e00\u4e2aR\u4f4d\u7f6e\u5e26\u6709\u4e00\u4e2a\u4f9b\u7535\u5b50\u57fa\u56e2\uff08\u4f8b\u5982C2\uff09\uff0c\u5728\u53e6\u4e00\u4e2aR\u4f4d\u7f6e\u5e26\u6709\u4e00\u4e2a\u5438\u7535\u5b50\u57fa\u56e2\uff08\u4f8b\u5982C4\uff09\uff0c\u5e0c\u671b\u7528\u8def\u6613\u65af\u9178\u5904\u74061P\u4f1a\u5728\u672b\u7aef\u4ea7\u751f\u4e92\u8865\u7684\u8f68\u9053\u7cfb\u6570\u6765\u4fc3\u8fdb\u4e2d\u95f4\u4f532P\u7684\u5408\u6210\uff0c\u8fbe\u5230\u53ef\u63d0\u9ad8\u53cd\u5e94\u6027\u3002\u800cC2\u548cC4\u5904\u7684\u53d6\u4ee3\u57fa\u4e5f\u4f1a\u4f7f\u7f9f\u57fa\u70ef\u4e19\u57fa\u9633\u79bb\u5b50\uff083P\uff09\u5bf9\u79f0\u6027\u964d\u4f4e\uff0c\u6709\u671b\u6539\u5584\u6d88\u9664\u6b65\u9aa4\u7684\u9009\u62e9\u6027\u3002[14-15]\uff08scheme 6\uff09\u4f5c\u8005\u901a\u8fc7\u4e0a\u9762\u7684\u7b56\u7565\u5bf9\u4e8eNazarov\u53cd\u5e94\u8fdb\u884c\u65b0\u7684\u8bbe\u8ba1\u5e76\u4e14\u53d6\u5f97\u4e86\u597d\u7684\u9009\u62e9\u6027\u548c\u53cd\u5e94\u6027\u3002[14]\uff08scheme 7\uff09 Scheme 6 \u6781\u5316\u5bf9\u4e8eNazarov\u53cd\u5e94\u7684\u5f71\u54cd\uff08\u6765\u81eaJ. Am. Chem. Soc.\u00a02008, 130,1003\uff09 Scheme 7 \u65b0\u8bbe\u8ba1\u7684Nazarov\u53cd\u5e94\uff08J. Am. Chem. Soc.\u00a02008, 130,1003\uff09 3.\u5176\u4ed6\u65b9\u9762 Alison J. Frontier\u6559\u6388\u9664\u4e86\u5728\u4e0a\u8ff0\u65b9\u9762\u7684\u5de5\u4f5c\u4ee5\u5916\uff0c\u5176\u8fd8\u5728\u5171\u8f6d\u73af\u52a0\u6210[16]\u4ee5\u53caNazarov\u53cd\u5e94\u53ca\u4e32\u8054\u53cd\u5e94[8,11,17]\u4e2d\u505a\u51fa\u4e86\u4e00\u4e9b\u5de5\u4f5c\u3002 \u5176\u4ed6 2004\u5e74\u5f00\u59cb\uff0cAlison J. 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