{"id":17793,"date":"2018-01-26T06:23:28","date_gmt":"2018-01-25T22:23:28","guid":{"rendered":"\/\/www.gsbet888.com\/?p=17793"},"modified":"2019-08-02T18:52:02","modified_gmt":"2019-08-02T10:52:02","slug":"evans-saksena%e8%bf%98%e5%8e%9f","status":"publish","type":"post","link":"\/\/www.gsbet888.com\/reactions\/2018\/01\/evans-saksena%e8%bf%98%e5%8e%9f.html","title":{"rendered":"Evans-Saksena\u8fd8\u539f"},"content":{"rendered":"<h4><strong>\u6982\u8981<\/strong><\/h4>\n<p>Evans-Saksena\u8fd8\u539f(Evans-Saksena reduction)\u662f\u91c7\u7528\u4e09\u4e59\u9170\u6c27\u57fa\u787c\u6c22\u5316\u56db\u7532\u94f5\u6216NaBH(OAc)<sub>3<\/sub>\u8fdb\u884c\u7684\u03b2-\u7f9f\u57fa\u916e\u7684\u7acb\u4f53\u9009\u62e9\u6027\u8fd8\u539f\uff0c\u83b7\u5f97\u76f8\u5e94anti-1,3-\u4e8c\u9187\u7684\u53cd\u5e94\u3002\u8be5\u53cd\u5e94\u57281983\u5e74\u7f8e\u56fdSchering-Plough\u516c\u53f8(Schering-Plough Corporation)\u7684A. K. Saksena\u9996\u6b21\u62a5\u9053\u30021986\u5e74\uff0c\u7f8e\u56fdHarvard\u5927\u5b66\u7684<a href=\"https:\/\/en.wikipedia.org\/wiki\/David_A._Evans\">D. A. Evans<\/a>\u5bf9\u53cd\u5e94\u8fdb\u884c\u4e86\u8fdb\u4e00\u6b65\u4f18\u5316\uff0c\u5e76\u57281988\u5e74\u6210\u529f\u5e94\u7528\u4e8e\u805a\u916e(polyketide)\u7c7b\u5929\u7136\u4ea7\u7269\u7684\u5168\u5408\u6210\u3002Evans-Saksena\u8fd8\u539f\u4e0eNarasaka-Prasad\u8fd8\u539f(\u83b7\u5f97\u76f8\u5e94syn-\u4e8c\u9187)\u5f62\u6210\u4e92\u8865\u3002\u76ee\u524d\u5df2\u5e7f\u6cdb\u5e94\u7528\u4e8eanti-\u4e8c\u9187\u7684\u975e\u5bf9\u6620\u9009\u62e9\u6027\u5408\u6210\u53ca\u5177\u6709anti-\u4e8c\u9187\u7247\u6bb5\u7684\u76f8\u5e94\u5929\u7136\u4ea7\u7269\u5168\u5408\u6210\u7684\u5173\u952e\u6b65\u9aa4\u3002<\/p>\n<h4><strong>\u57fa\u672c\u6587\u732e<\/strong><\/h4>\n<ul>\n<li>[1] A. K. Saksena, Tetrahedron Lett. 1983, 24, 273.doi:<a href=\"http:\/\/www.sciencedirect.com\/science\/article\/pii\/S0040403900813830\"> 10.1016\/S0040-4039(00)81383-0.<\/a><\/li>\n<li>[2]D. A. Evans, K. T. Chapman, Tetrahedron Lett. 1986, 27, 5939.doi:<a href=\"http:\/\/www.sciencedirect.com\/science\/article\/pii\/S0040403900853678\">10.1016\/S0040-4039(00)85367-8.<\/a><\/li>\n<li>[3] <a href=\"http:\/\/pubs.acs.org\/author\/Evans%2C+D.+A.\">D. A. Evans<\/a>,\u00a0<a href=\"http:\/\/pubs.acs.org\/author\/Chapman%2C+K.+T.\">K. T. Chapman<\/a>,\u00a0<a href=\"http:\/\/pubs.acs.org\/author\/Carreira%2C+E.+M.\">E. M. Carreira<\/a>\uff0cJ. Am. Chem. Soc. 1988, 110, 3560. doi:<a href=\"http:\/\/pubs.acs.org\/doi\/abs\/10.1021\/ja00219a035\">10.1021\/ja00219a035.\u00a0<\/a><\/li>\n<li>[4]S. E. Bodea, M. Wolbergb, M. M\u00fcller, Synthesis 2006, 4, 557.doi:<a href=\"https:\/\/www.thieme-connect.de\/DOI\/DOI?10.1055\/s-2006-926315\">10.1055\/s-2006-926315.<\/a><\/li>\n<li>[5] S. Masamune,\u00a0Pure Appl. Chem.\u00a01988, 60,1587. doi:<a href=\"https:\/\/www.iupac.org\/publications\/pac\/60\/11\/1587\/index.html\">10.1351\/pac198860111587.<\/a><\/li>\n<li>[6]K.Nakagawa,M.Crimmins,Synlett.\u00a02011, 11, 1555.\u00a0<a href=\"https:\/\/en.wikipedia.org\/wiki\/Digital_object_identifier\">doi<\/a><em>:<\/em><a href=\"https:\/\/www.thieme-connect.de\/DOI\/DOI?10.1055\/s-0030-1260784\">10.1055\/s-0030-1260784. <\/a><\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n<h4><strong>\u53cd\u5e94\u673a\u7406<\/strong><\/h4>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/3-4.png\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-17786 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/3-4.png\" alt=\"\" width=\"1079\" height=\"347\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/3-4.png 1079w, https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/3-4-300x96.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/3-4-768x247.png 768w, https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/3-4-680x219.png 680w\" sizes=\"(max-width: 1079px) 100vw, 1079px\" \/><\/a><\/p>\n<h4><strong>\u53cd\u5e94\u5b9e\u4f8b<\/strong><\/h4>\n<ul>\n<li>veratrum\u751f\u7269\u78b1alkaminegermine\u7684\u5408\u6210[1]<\/li>\n<\/ul>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/4-3.png\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-17787 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/4-3.png\" alt=\"\" width=\"1122\" height=\"330\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/4-3.png 1122w, https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/4-3-300x88.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/4-3-768x226.png 768w, https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/4-3-680x200.png 680w\" sizes=\"(max-width: 1122px) 100vw, 1122px\" \/><\/a><\/p>\n<ul>\n<li>anti-1,3-\u4e8c\u9187\u7684\u5408\u6210[2] [3]<\/li>\n<\/ul>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/5-2.png\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-17788 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/5-2.png\" alt=\"\" width=\"863\" height=\"353\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/5-2.png 863w, https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/5-2-300x123.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/5-2-768x314.png 768w, https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/5-2-680x278.png 680w\" sizes=\"(max-width: 863px) 100vw, 863px\" \/><\/a><\/p>\n<ul>\n<li>bryostatin 1\u7684\u4e0d\u5bf9\u79f0\u5408\u6210[4]<\/li>\n<\/ul>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/6-2.png\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-17789 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/6-2.png\" alt=\"\" width=\"760\" height=\"594\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/6-2.png 760w, https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/6-2-300x234.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/6-2-680x531.png 680w\" sizes=\"(max-width: 760px) 100vw, 760px\" \/><\/a><\/p>\n<h4><strong>\u5b9e\u9a8c\u6b65\u9aa4<\/strong><\/h4>\n<p>-40<sup>o<\/sup>C\u4e0b\uff0c\u5c06\u7f9f\u57fa\u916e(1 eq.)\u7684\u65e0\u6c34\u4e59\u8148\u6eb6\u6db2(\u5e95\u7269\u6d53\u5ea6\u4e3a1 M)\u52a0\u5165\u5230\u4e09\u4e59\u9170\u6c27\u57fa\u787c\u6c22\u5316\u56db\u7532\u94f5(5 eq.)\u7684\u65e0\u6c34\u4e59\u8148\u4e0e\u65e0\u6c34\u4e59\u9178\u6eb6\u6db2\u4e2d(\u4e09\u4e59\u9170\u6c27\u57fa\u787c\u6c22\u5316\u56db\u7532\u94f5\u6d53\u5ea6\u4e3a1.25 M\uff0c\u65e0\u6c34\u4e59\u8148\/\u65e0\u6c34\u4e59\u9178 1:1 v\/v)\u3002\u7ef4\u6301\u8be5\u6e29\u5ea6\u8fdb\u884c\u6405\u62cc\uff0c\u76f4\u81f3\u53cd\u5e94\u5b8c\u6210\u3002\u53cd\u5e94\u7ed3\u675f\u540e\uff0c\u52a0\u51650.5 M\u9152\u77f3\u9178\u94be\u94a0\u8fdb\u884c\u6dec\u706d(\u9700\u8981\u5267\u70c8\u6405\u62cc30 min)\u3002\u6dec\u706d\u5b8c\u6210\u540e\uff0c\u5411\u4e0a\u8ff0\u53cd\u5e94\u6db2\u52a0\u5165\u4e8c\u6c2f\u7532\u70f7\u8fdb\u884c\u7a00\u91ca\uff0c\u5e76\u91c7\u7528\u9971\u548c\u78b3\u9178\u6c22\u94a0\u6eb6\u6db2\u8fdb\u884c\u6d17\u6da4\u3002\u5c06\u6c34\u76f8\u7ee7\u7eed\u7528\u4e8c\u6c2f\u7532\u70f7\u8403\u53d6\uff0c\u518d\u5c06\u5408\u5e76\u7684\u6709\u673a\u76f8\u7ee7\u7eed\u7528\u9971\u548c\u78b3\u9178\u6c22\u94a0\u6eb6\u6db2\u8fdb\u884c\u6d17\u6da4\u3001\u8fc7\u6ee4\uff0c\u6700\u540e\u51cf\u538b\u9664\u53bb\u6eb6\u5242\u3002\u5c06\u7c97\u4ea7\u7269\u91c7\u7528\u7845\u80f6\u67f1\u8272\u8c31\u8fdb\u884c\u5206\u79bb\u7eaf\u5316\uff0c\u83b7\u5f97\u6700\u7ec8\u76ee\u6807\u4ea7\u7269\u3002<\/p>\n<h4><strong>\u5b9e\u9a8c\u6280\u5de7<\/strong><\/h4>\n<h4><strong>\u53c2\u8003\u6587\u732e<\/strong><\/h4>\n<ul>\n<li>[1]A. K. Saksena, Tetrahedron Lett. 1983, 24, 273.doi:<a href=\"http:\/\/www.sciencedirect.com\/science\/article\/pii\/S0040403900813830\"> 10.1016\/S0040-4039(00)81383-0.<\/a><\/li>\n<li>[2]David A. Evans, Kevin T. Chapman Tetrahedron Lett. 1986, 27, 5939.doi:<a href=\"http:\/\/www.sciencedirect.com\/science\/article\/pii\/S0040403900853678\">10.1016\/S0040-4039(00)85367-8.<\/a><\/li>\n<li>[3] <a href=\"http:\/\/pubs.acs.org\/author\/Evans%2C+D.+A.\">D. A. Evans<\/a>,\u00a0<a href=\"http:\/\/pubs.acs.org\/author\/Chapman%2C+K.+T.\">K. T. Chapman<\/a>,\u00a0<a href=\"http:\/\/pubs.acs.org\/author\/Carreira%2C+E.+M.\">E. M. Carreira<\/a>\uff0cJ. Am. Chem. Soc. 1988, 110, 3560. doi:<a href=\"http:\/\/pubs.acs.org\/doi\/abs\/10.1021\/ja00219a035\">10.1021\/ja00219a035.\u00a0<\/a><\/li>\n<li>[4] S. Masamune,\u00a0Pure Appl. Chem.\u00a01988, 60, 1587. doi:<a href=\"https:\/\/www.iupac.org\/publications\/pac\/60\/11\/1587\/index.html\">10.1351\/pac198860111587.<\/a><\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n<p>\u672c\u6587\u7248\u6743\u5c5e\u4e8e<strong>\u00a0<a href=\"\/\/www.gsbet888.com\/\">Chem-Station\u5316\u5b66\u7a7a\u95f4<\/a>\uff0c<\/strong> \u6b22\u8fce\u70b9\u51fb\u6309\u94ae\u5206\u4eab\uff0c\u672a\u7ecf\u8bb8\u53ef\uff0c\u8c22\u7edd\u8f6c\u8f7d\uff01 <\/p>\n","protected":false},"excerpt":{"rendered":"\u6982\u8981 Evans-Saksena\u8fd8\u539f(Evans-Saksena reduction)\u662f\u91c7\u7528\u4e09\u4e59\u9170\u6c27\u57fa\u787c\u6c22\u5316\u56db\u7532\u94f5\u6216NaBH(OAc)3\u8fdb\u884c\u7684\u03b2-\u7f9f\u57fa\u916e\u7684\u7acb\u4f53\u9009\u62e9\u6027\u8fd8\u539f\uff0c\u83b7\u5f97\u76f8\u5e94anti-1,3-\u4e8c\u9187\u7684\u53cd\u5e94\u3002\u8be5\u53cd\u5e94\u57281983\u5e74\u7f8e\u56fdSchering-Plough\u516c\u53f8(Schering-Plough Corporation)\u7684A. K. Saksena\u9996\u6b21\u62a5\u9053\u30021986\u5e74\uff0c\u7f8e\u56fdHarvard\u5927\u5b66\u7684D. A. Evans\u5bf9\u53cd\u5e94\u8fdb\u884c\u4e86\u8fdb\u4e00\u6b65\u4f18\u5316\uff0c\u5e76\u57281988\u5e74\u6210\u529f\u5e94\u7528\u4e8e\u805a\u916e(polyketide)\u7c7b\u5929\u7136\u4ea7\u7269\u7684\u5168\u5408\u6210\u3002Evans-Saksena\u8fd8\u539f\u4e0eNarasaka-Prasad\u8fd8\u539f(\u83b7\u5f97\u76f8\u5e94syn-\u4e8c\u9187)\u5f62\u6210\u4e92\u8865\u3002\u76ee\u524d\u5df2\u5e7f\u6cdb\u5e94\u7528\u4e8eanti-\u4e8c\u9187\u7684\u975e\u5bf9\u6620\u9009\u62e9\u6027\u5408\u6210\u53ca\u5177\u6709anti-\u4e8c\u9187\u7247\u6bb5\u7684\u76f8\u5e94\u5929\u7136\u4ea7\u7269\u5168\u5408\u6210\u7684\u5173\u952e\u6b65\u9aa4\u3002 \u57fa\u672c\u6587\u732e [1] A. K. Saksena, Tetrahedron Lett. 1983, 24, 273.doi: 10.1016\/S0040-4039(00)81383-0. [2]D. A. Evans, K. T. Chapman, Tetrahedron Lett. 1986, 27, 5939.doi:10.1016\/S0040-4039(00)85367-8. [3] D. A. Evans,\u00a0K. T. Chapman,\u00a0E. M. Carreira\uff0cJ. Am. Chem. Soc. 1988, 110, 3560. doi:10.1021\/ja00219a035.\u00a0 [4]S. E. Bodea, M. Wolbergb, M. M\u00fcller, Synthesis 2006, 4, 557.doi:10.1055\/s-2006-926315. [5] S. Masamune,\u00a0Pure Appl. Chem.\u00a01988, 60,1587. doi:10.1351\/pac198860111587. [6]K.Nakagawa,M.Crimmins,Synlett.\u00a02011, 11, 1555.\u00a0doi:10.1055\/s-0030-1260784. &nbsp; \u53cd\u5e94\u673a\u7406 \u53cd\u5e94\u5b9e\u4f8b veratrum\u751f\u7269\u78b1alkaminegermine\u7684\u5408\u6210[1] anti-1,3-\u4e8c\u9187\u7684\u5408\u6210[2] [3] bryostatin 1\u7684\u4e0d\u5bf9\u79f0\u5408\u6210[4] \u5b9e\u9a8c\u6b65\u9aa4 -40oC\u4e0b\uff0c\u5c06\u7f9f\u57fa\u916e(1 eq.)\u7684\u65e0\u6c34\u4e59\u8148\u6eb6\u6db2(\u5e95\u7269\u6d53\u5ea6\u4e3a1 M)\u52a0\u5165\u5230\u4e09\u4e59\u9170\u6c27\u57fa\u787c\u6c22\u5316\u56db\u7532\u94f5(5 eq.)\u7684\u65e0\u6c34\u4e59\u8148\u4e0e\u65e0\u6c34\u4e59\u9178\u6eb6\u6db2\u4e2d(\u4e09\u4e59\u9170\u6c27\u57fa\u787c\u6c22\u5316\u56db\u7532\u94f5\u6d53\u5ea6\u4e3a1.25 M\uff0c\u65e0\u6c34\u4e59\u8148\/\u65e0\u6c34\u4e59\u9178 1:1 v\/v)\u3002\u7ef4\u6301\u8be5\u6e29\u5ea6\u8fdb\u884c\u6405\u62cc\uff0c\u76f4\u81f3\u53cd\u5e94\u5b8c\u6210\u3002\u53cd\u5e94\u7ed3\u675f\u540e\uff0c\u52a0\u51650.5 M\u9152\u77f3\u9178\u94be\u94a0\u8fdb\u884c\u6dec\u706d(\u9700\u8981\u5267\u70c8\u6405\u62cc30 min)\u3002\u6dec\u706d\u5b8c\u6210\u540e\uff0c\u5411\u4e0a\u8ff0\u53cd\u5e94\u6db2\u52a0\u5165\u4e8c\u6c2f\u7532\u70f7\u8fdb\u884c\u7a00\u91ca\uff0c\u5e76\u91c7\u7528\u9971\u548c\u78b3\u9178\u6c22\u94a0\u6eb6\u6db2\u8fdb\u884c\u6d17\u6da4\u3002\u5c06\u6c34\u76f8\u7ee7\u7eed\u7528\u4e8c\u6c2f\u7532\u70f7\u8403\u53d6\uff0c\u518d\u5c06\u5408\u5e76\u7684\u6709\u673a\u76f8\u7ee7\u7eed\u7528\u9971\u548c\u78b3\u9178\u6c22\u94a0\u6eb6\u6db2\u8fdb\u884c\u6d17\u6da4\u3001\u8fc7\u6ee4\uff0c\u6700\u540e\u51cf\u538b\u9664\u53bb\u6eb6\u5242\u3002\u5c06\u7c97\u4ea7\u7269\u91c7\u7528\u7845\u80f6\u67f1\u8272\u8c31\u8fdb\u884c\u5206\u79bb\u7eaf\u5316\uff0c\u83b7\u5f97\u6700\u7ec8\u76ee\u6807\u4ea7\u7269\u3002 \u5b9e\u9a8c\u6280\u5de7 \u53c2\u8003\u6587\u732e [1]A. K. Saksena, Tetrahedron Lett. 1983, 24, 273.doi: 10.1016\/S0040-4039(00)81383-0. [2]David A. Evans, Kevin T. Chapman Tetrahedron Lett. 1986, 27, 5939.doi:10.1016\/S0040-4039(00)85367-8. [3] D. A. Evans,\u00a0K. [&hellip;]","protected":false},"author":21,"featured_media":17825,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"jetpack_post_was_ever_published":false,"_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"_jetpack_memberships_contains_paid_content":false,"footnotes":"","jetpack_publicize_message":"","jetpack_publicize_feature_enabled":true,"jetpack_social_post_already_shared":true,"jetpack_social_options":{"image_generator_settings":{"template":"highway","enabled":false},"version":2}},"categories":[2,91],"tags":[171,2188,2187],"jetpack_publicize_connections":[],"jetpack_featured_media_url":"https:\/\/assets.www.gsbet888.com\/uploads\/2018\/01\/Evans-1.jpg","jetpack_shortlink":"https:\/\/wp.me\/p96op1-4CZ","jetpack_sharing_enabled":true,"_links":{"self":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts\/17793"}],"collection":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/users\/21"}],"replies":[{"embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/comments?post=17793"}],"version-history":[{"count":5,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts\/17793\/revisions"}],"predecessor-version":[{"id":27183,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts\/17793\/revisions\/27183"}],"wp:featuredmedia":[{"embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/media\/17825"}],"wp:attachment":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/media?parent=17793"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/categories?post=17793"},{"taxonomy":"post_tag","embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/tags?post=17793"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}