{"id":25641,"date":"2019-06-17T09:21:59","date_gmt":"2019-06-17T01:21:59","guid":{"rendered":"\/\/www.gsbet888.com\/?p=25641"},"modified":"2019-06-17T09:21:59","modified_gmt":"2019-06-17T01:21:59","slug":"%e6%89%8b%e6%80%a7%e7%a3%b7%e9%85%b8%e5%82%ac%e5%8c%962-%e5%8f%94%e4%b8%81%e5%9f%ba%e6%b0%a7%e5%9f%ba%e9%85%b0%e8%83%ba-%e7%83%af%e4%b8%99%e5%9f%ba%e9%86%87%e7%9a%84%e5%8a%a8%e5%8a%9b%e5%ad%a6","status":"publish","type":"post","link":"\/\/www.gsbet888.com\/%e5%8c%96%e5%ad%a6%e6%9d%82%e8%ae%b0\/recentpaper\/2019\/06\/%e6%89%8b%e6%80%a7%e7%a3%b7%e9%85%b8%e5%82%ac%e5%8c%962-%e5%8f%94%e4%b8%81%e5%9f%ba%e6%b0%a7%e5%9f%ba%e9%85%b0%e8%83%ba-%e7%83%af%e4%b8%99%e5%9f%ba%e9%86%87%e7%9a%84%e5%8a%a8%e5%8a%9b%e5%ad%a6.html","title":{"rendered":"\u624b\u6027\u78f7\u9178\u50ac\u53162-\u53d4\u4e01\u57fa\u6c27\u57fa\u9170\u80fa-\u70ef\u4e19\u57fa\u9187\u7684\u52a8\u529b\u5b66\u62c6\u5206"},"content":{"rendered":"

\u6d88\u65cb\u4ef2\u9187\u7684\u52a8\u529b\u5b66\u62c6\u5206\u5df2\u88ab\u8bc1\u660e\u662f\u5408\u6210\u624b\u6027\u4ef2\u9187\u6700\u6709\u6548\u548c\u6700\u5b9e\u7528\u7684\u65b9\u6cd5\u4e4b\u4e00\u3002\u800c\u4e0e\u4ef2\u9187\u76f8\u6bd4\uff0c\u5173\u4e8e\u53d4\u9187\u52a8\u529b\u5b66\u62c6\u5206\u7684\u7814\u7a76\u76f8\u5bf9\u8f83\u5c11\u3002\u6700\u8fd1\uff0c\u4e0a\u6d77\u79d1\u6280\u5927\u5b66\u6768\u6653\u745c<\/a>\u8bfe\u9898\u7ec4[1]\u548cKartika[2]\u5206\u522b\u62a5\u9053\u4e86\u624b\u6027\u78f7\u9178\u50ac\u5316\u03b1-\u7f9f\u57fa\u73af\u620a\u70ef\u9170\u80fa\u4e0d\u5bf9\u79f0\u5408\u6210\u03b2-\u5432\u54da\u73af\u620a\u70ef\u9170\u80fa\u7684\u53cd\u5e94\u3002\u540c\u65f6\uff0cChen\u8bfe\u9898\u7ec4[3]\u62a5\u9053\u4e86\u624b\u6027\u78f7\u9178\u50ac\u5316\u03b1-\u7f9f\u57fa\u70ef\u9170\u80fa\u7684\u4e0d\u5bf9\u79f0Nazarov-\u578b\u4eb2\u7535\u73af\u52a0\u6210\u53cd\u5e94\u5408\u6210\u624b\u60271H-\u831a\u884d\u751f\u7269\u3002\u8fd9\u51e0\u4e2a\u53cd\u5e94\u7684\u4e2d\u95f4\u4f53\u5747\u4e3aINT A<\/strong>\u79bb\u5b50\u5bf9\u3002\u4f5c\u8005\u7ee7\u7eed\u5bf9\u624b\u6027Br\u00f8nsted\u9178\u50ac\u5316\u03b1-\u7f9f\u57fa\u70ef\u9170\u80fa\u7684\u7814\u7a76\u4e2d\u53d1\u73b0\u5e76\u6ca1\u6709\u8fd9\u79cd\u4e2d\u95f4\u4f53\u7684\u5f62\u6210\uff0c\u800c\u662f\u5f62\u6210\u4e86\u6076\u5511\u70f7\u916e\u884d\u751f\u72692<\/strong>\u3002\u57fa\u4e8e\u4e0a\u8ff0\u80cc\u666f\u7814\u7a76\u548c\u5b9e\u9a8c\u4e2d\u65b0\u7684\u53d1\u73b0\uff0c\u4e0a\u6d77\u79d1\u6280\u5927\u5b66\u6768\u6653\u745c<\/a>\u8bfe\u9898\u7ec4\u62a5\u9053\u4e86\u624b\u6027\u78f7\u9178\u50ac\u53162-\u70f7\u6c27\u57fa\u9170\u80fa-\u70ef\u4e19\u57fa\u9187\u7684\u9ad8\u6548\u52a8\u529b\u5b66\u62c6\u5206\u8fc7\u7a0b\uff0c\u80fd\u4ee5\u9ad8\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u4e00\u7cfb\u5217\u916f\u4ea4\u6362\u4ea7\u7269\u548c\u53d4\u9187\u3002\u540c\u65f6\uff0c\u83b7\u5f97\u7684\u624b\u6027\u4ea7\u7269\u53ef\u4ee5\u5f88\u5bb9\u6613\u7684\u8f6c\u6362\u6210\u6709\u7528\u7684\u624b\u6027\u6076\u5511\u70f7\u916e\u548c\u03b2-\u6c28\u57fa\u9187\u7b49\u9aa8\u67b6(Figure 1)\u3002\u76f8\u5173\u7814\u7a76\u6210\u679c\u53d1\u8868\u4e8e<\/p>\n

Kinetic Resolution of Tertiary 2-Alkoxycarboxamido-allylic Alcohols by Chiral Phosphoric Acid Catalyzed Intramolecular Transesterification<\/p>\n

Rajkumar, S.; He, S.; Yang, X.* Angew. Chem. Int. Ed. <\/em>2019, Just Accepted Manuscript<\/p>\n

DOI: 10.1002\/anie.201905034<\/p><\/blockquote>\n

\"\"<\/a><\/p>\n

Figure 1 \u80cc\u666f\u7814\u7a76<\/p>\n

\u8bba\u6587\u4f5c\u8005\u4ecb\u7ecd\uff1a<\/strong><\/h4>\n

\u00a0\"\"<\/a><\/strong><\/p>\n

\u7814\u7a76\u8005\uff1a<\/strong>\u6768\u6653\u745c \u52a9\u7406\u6559\u6388\u3001\u7814\u7a76<\/p>\n

\u6559\u80b2\u80cc\u666f<\/strong><\/h4>\n

2007\u5e74\uff0c\u83b7\u5f97\u5357\u4eac\u5927\u5b66\u5316\u5b66\u4e13\u4e1a\u5b66\u58eb\u5b66\u4f4d
\n2012\u5e74\uff0c\u83b7\u5f97\u4e2d\u79d1\u9662\u4e0a\u6d77\u6709\u673a\u5316\u5b66\u7814\u7a76\u6240\u6709\u673a\u5316\u5b66\u4e13\u4e1a\u535a\u58eb\u5b66\u4f4d\uff08\u5bfc\u5e08 \u4fde\u98da \u7814\u7a76\u5458\uff09
\n2012\u5e747\u6708\u81f32013\u5e742\u6708\uff0c\u4e2d\u79d1\u9662\u4e0a\u6d77\u6709\u673a\u5316\u5b66\u7814\u7a76\u6240\u4efb\u52a9\u7406\u7814\u7a76\u5458\uff08\u5bfc\u5e08 \u4fde\u98da \u7814\u7a76\u5458\uff09
\n2013\u5e743\u6708\u81f32015\u5e742\u6708\uff0c\u7f8e\u56fd\u52a0\u5dde\u5927\u5b66\u4f2f\u514b\u5229\u5206\u6821\u4ece\u4e8b\u535a\u58eb\u540e\u7814\u7a76\uff08\u5bfc\u5e08 Dean Toste\uff09
\n2015\u5e743\u6708\u81f32016\u5e745\u6708\uff0c\u7f8e\u56fd\u52b3\u4f26\u65af\u4f2f\u514b\u5229\u56fd\u5bb6\u5b9e\u9a8c\u5ba4\u4ece\u4e8b\u535a\u58eb\u540e\u7814\u7a76\uff08\u5bfc\u5e08 Dean Toste\uff09
\n2016\u5e746\u6708\uff0c\u52a0\u5165\u4e0a\u6d77\u79d1\u6280\u5927\u5b66\u7269\u8d28\u79d1\u5b66\u4e0e\u6280\u672f\u5b66\u9662\uff0c\u4efb\u52a9\u7406\u6559\u6388\u3001\u7814\u7a76\u5458<\/p>\n

\u7814\u7a76\u65b9\u5411<\/strong>: \u4e0d\u5bf9\u79f0\u50ac\u5316\u3001\u5929\u7136\u4ea7\u7269\u5168\u5408\u6210\u3001\u9009\u62e9\u6027\u86cb\u767d\u8d28\u4fee\u9970<\/p>\n

\u8bba\u6587\u6982\u8981\uff1a<\/strong><\/h4>\n

\u4ee52-\u53d4\u4e01\u57fa\u6c27\u57fa\u9170\u80fa-\u70ef\u4e19\u57fa\u91871a\u2019<\/strong>\u4f5c\u4e3a\u6a21\u677f\u5e95\u7269\uff0c\u4f5c\u8005\u5bf9\u5e95\u7269\u3001\u50ac\u5316\u5242\u3001\u6eb6\u5242\u7b49\u53cd\u5e94\u6761\u4ef6\u8fdb\u884c\u53cd\u590d\u7b5b\u9009\uff0c\u786e\u5b9a\u6700\u4f73\u6761\u4ef6\u4e3a(Table 1)\uff1a2-\u5f02\u4e19\u57fa\u6c27\u57fa\u9170\u80fa-\u70ef\u4e19\u57fa\u9187\u572810 mol%(S<\/em>)-A6<\/strong>\u4f5c\u4e3a\u50ac\u5316\u5242\uff0c60 mg 5\u00c5\u5206\u5b50\u7b5b\u4f5c\u4e3a\u6dfb\u52a0\u7269\uff0cPhCl\u4f5c\u4e3a\u6eb6\u5242\uff0c0\u2103\u6761\u4ef6\u4e0b\u53cd\u5e9448\u5c0f\u65f6\uff0c\u80fd\u4ee545%\u7684\u6536\u7387\u300189%\u7684\u5bf9\u6620\u9009\u62e9\u6027\u548c78.4\u7684\u5f71\u54cd\u56e0\u5b50\u5f97\u5230\u76ee\u6807\u4ea7\u7269(R<\/em>)-2<\/strong>\u3002\u540c\u65f6\uff0c\u8be5\u53cd\u5e94\u53ef\u4ee547%\u7684\u6536\u7387\u548c98%\u7684\u5bf9\u6620\u9009\u62e9\u6027\u56de\u6536(S<\/em>)-1<\/strong>\u3002<\/p>\n

\"\"<\/a><\/p>\n

Table 1 \u6761\u4ef6\u7b5b\u9009<\/p>\n

\u5728\u6700\u4f18\u53cd\u5e94\u6761\u4ef6\u4e0b\uff0c\u4f5c\u8005\u8003\u5bdf\u4e86\u8be5\u52a8\u529b\u5b66\u62c6\u5206\u7684\u5e95\u7269\u8303\u56f4(Table 2)\u30023\u53f7\u4f4d\u4e3a\u5404\u79cd\u82ef\u57fa\u53d6\u4ee3\u4ee5\u53ca2-\u8418\u57fa\u53d6\u4ee3\u70ef\u4e19\u57fa\u9187\u5747\u80fd\u8f83\u597d\u7684\u9002\u5e94\u53cd\u5e94\u6761\u4ef6\uff0c\u80fd\u4ee5\u826f\u597d\u7684\u6536\u7387\u548c\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u76f8\u5e94\u4ea7\u7269\u548c\u56de\u6536\u7684\u4e0d\u5bf9\u79f0\u539f\u6599\u3002<\/p>\n

\"\"<\/a><\/p>\n

Table 2 \u5404\u79cdC3\u4f4d\u53d6\u4ee3\u70ef\u4e19\u57fa\u9187\u7684\u53cd\u5e94\u60c5\u51b5<\/p>\n

\u7d27\u63a5\u7740\uff0c\u4f5c\u8005\u8003\u5bdf\u4e86\u4e0d\u540c\u53d6\u4ee3\u7684\u4e09\u7ea7\u9187\u7684\u5e95\u7269\u8303\u56f4(Table 3)\u3002\u82e5\u5c06\u82ef\u57fa\u6362\u6210\u5404\u79cd\u53d6\u4ee3\u82b3\u57fa\u4ee5\u53ca\u6742\u73af\uff0c\u53cd\u5e94\u80fd\u5f88\u597d\u7684\u8fdb\u884c\uff0c\u80fd\u4ee5\u826f\u597d\u7684\u6536\u7387\u548c\u826f\u597d\u81f3\u4f18\u79c0\u7684\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u76f8\u5e94\u4ea7\u7269\u548c\u56de\u6536\u7684\u4e0d\u5bf9\u79f0\u539f\u6599\u3002\u82e5\u5c06\u7532\u57fa\u6362\u6210\u4e59\u57fa\u3001\u5f02\u4e19\u57fa\u4ee5\u53ca\u5404\u79cd\u82b3\u57fa\u53d6\u4ee3\uff0c\u8be5\u53cd\u5e94\u4e5f\u80fd\u5f88\u597d\u7684\u8fdb\u884c\uff0c\u80fd\u4ee5\u4f18\u79c0\u7684\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u76f8\u5e94\u4ea7\u7269\uff0c\u4f46\u5176\u9009\u62e9\u56e0\u5b50\u76f8\u5e94\u6709\u6240\u964d\u4f4e\u3002\u540c\u65f6\u3002Me,iPr-\u4e8c\u53d6\u4ee3\u3001Me,Cy-\u4e8c\u53d6\u4ee3\u4ee5\u53caMe, Me\u4e8c\u53d6\u4ee3\u7684\u70ef\u4e19\u57fa\u9187\u5177\u6709\u826f\u597d\u7684\u8010\u53d7\u6027\uff0c\u80fd\u4ee5\u4f18\u79c0\u7684\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u76f8\u5e94\u4ea7\u7269\u3002<\/p>\n

\"\"<\/a><\/p>\n

Table 3 \u5404\u79cd\u53d6\u4ee3\u4e09\u7ea7\u9187\u7684\u53cd\u5e94\u60c5\u51b5<\/p>\n

\u4e3a\u4e86\u8bc1\u660e\u8be5\u52a8\u529b\u5b66\u62c6\u5206\u7684\u5b9e\u7528\u6027\uff0c\u4f5c\u8005rac-1a\u8fdb\u884c\u4e86\u514b\u7ea7\u53cd\u5e94(Scheme 1)\u3002\u5c06\u50ac\u5316\u5242\u7528\u91cf\u964d\u81f31 mol%\uff0c\u5176\u5b83\u6761\u4ef6\u4fdd\u6301\u4e0d\u53d8\uff0c\u53d1\u73b0\u4ea7\u7269\u7684\u5bf9\u6620\u9009\u62e9\u6027\u548c\u9009\u62e9\u6027\u56e0\u5b50\u5747\u6ca1\u6709\u592a\u5927\u7684\u53d8\u5316\u3002\u82e5\u5c06\u4e09\u7ea7\u9187\u6362\u6210\u4e8c\u7ea7\u9187\uff0c\u5728\u6807\u51c6\u6761\u4ef6\u4e0b\u53cd\u5e94\uff0c\u80fd\u4ee533%\u7684\u6536\u7387\u300185%\u7684\u5bf9\u6620\u9009\u62e9\u6027\u548c10\u7684\u9009\u62e9\u6027\u56e0\u5b50\u5f97\u5230\u76f8\u5e94\u4ea7\u7269\u3002\u4f46\u5176\u916f\u4ea4\u6362\u4ea7\u7269\u4f1a\u8fdb\u4e00\u6b65\u5f02\u6784\u5316\u4e3a2-\u6076\u5511\u916e\u4ea7\u7269\u3002<\/p>\n

\"\"<\/a><\/p>\n

Scheme 1 \u514b\u7ea7\u53cd\u5e94\u53ca\u4e8c\u7ea7\u9187\u7684\u52a8\u529b\u5b66\u62c6\u5206<\/p>\n

\u4e3a\u4e86\u8bc1\u660e\u8be5\u53cd\u5e94\u7684\u6f5c\u5728\u4ef7\u503c\uff0c\u4f5c\u8005\u53c8\u8fdb\u884c\u4e86\u884d\u751f\u53cd\u5e94(Scheme 2)\u3002\u5728NaH\u7684DMF\u6eb6\u6db2\u4e2d\uff0c(S<\/em>)-1a<\/strong>\u6613\u53d1\u751f\u73af\u5316\u53cd\u5e94\u8f6c\u5316\u4e3a(S<\/em>)-\u6076\u5511\u70f7\u916e2a<\/strong>\u3002(S<\/em>)-2a<\/strong>\u5728Raney Ni\u4f5c\u7528\u4e0b\u53ef\u8fd8\u539f\u62105a\uff0c5a<\/strong>\u53d1\u751f\u6c34\u89e3\u53cd\u5e94\u53ef\u751f\u6210\u03b2-\u6c28\u57fa\u91876a\u3002<\/strong><\/p>\n

\"\"<\/a><\/p>\n

Scheme 2 \u884d\u751f\u53cd\u5e94<\/p>\n

\u8bba\u6587\u603b\u7ed3\u8bc4\u4ef7\uff1a<\/strong><\/h4>\n

\u4e0a\u6d77\u79d1\u6280\u5927\u5b66\u6768\u6653\u745c<\/a>\u8bfe\u9898\u7ec4\u62a5\u9053\u4e86\u624b\u6027\u78f7\u9178\u50ac\u5316\u03b1-\u7f9f\u57fa\u70ef\u9170\u80fa\u7532\u9178\u916f\u7684\u9ad8\u6548\u52a8\u529b\u5b66\u62c6\u5206\u8fc7\u7a0b\uff0c\u80fd\u4ee5\u9ad8\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u4e00\u7cfb\u5217\u916f\u4ea4\u6362\u4ea7\u7269\u548c\u53d4\u9187\u3002\u540c\u65f6\uff0c\u83b7\u5f97\u7684\u624b\u6027\u4ea7\u7269\u53ef\u4ee5\u5f88\u5bb9\u6613\u7684\u8f6c\u6362\u6210\u6709\u7528\u7684\u624b\u6027\u6076\u5511\u70f7\u916e\u548c\u03b2-\u6c28\u57fa\u9187\u7b49\u9aa8\u67b6\u3002<\/p>\n

\u53c2\u8003\u6587\u732e\uff1a<\/strong><\/h4>\n
    \n
  1. Rajkumar, S.; Wang, J.; Zheng, S.; Wang, D.; Ye, X.; Li, X.; Peng, Q.; Yang, Angew. Chem. Int. Ed. <\/em>2018, <\/strong>57<\/em>, 13489. DOI: 10.1002\/anie.201807010<\/a><\/li>\n
  2. Saputra, M. A.; Nepal, B.; Dange, N. S.; Du, P.; Fronczek, F. R.; Kumar, R.; Kartika, R. Angew.\u00a0Chem. Int. Ed. <\/em>2018, <\/strong>57<\/em>, 15558. DOI: 10.1002\/anie.201808764<\/a><\/li>\n
  3. Jin, J.; Zhao, Y.; Gouranourimi, A.; Ariafard, A.; Hong Chan, P. W. J.\u00a0Am. Chem. Soc. <\/em>2018, <\/strong>140<\/em>, 5834. DOI: 10.1021\/jacs.8b02339<\/a><\/li>\n<\/ol>\n

    \u672c\u6587\u7248\u6743\u5c5e\u4e8e\u00a0Chem-Station\u5316\u5b66\u7a7a\u95f4<\/a>\uff0c \u6b22\u8fce\u70b9\u51fb\u6309\u94ae\u5206\u4eab\uff0c\u672a\u7ecf\u8bb8\u53ef\uff0c\u8c22\u7edd\u8f6c\u8f7d\uff01<\/strong><\/p>\n","protected":false},"excerpt":{"rendered":"\u6d88\u65cb\u4ef2\u9187\u7684\u52a8\u529b\u5b66\u62c6\u5206\u5df2\u88ab\u8bc1\u660e\u662f\u5408\u6210\u624b\u6027\u4ef2\u9187\u6700\u6709\u6548\u548c\u6700\u5b9e\u7528\u7684\u65b9\u6cd5\u4e4b\u4e00\u3002\u800c\u4e0e\u4ef2\u9187\u76f8\u6bd4\uff0c\u5173\u4e8e\u53d4\u9187\u52a8\u529b\u5b66\u62c6\u5206\u7684\u7814\u7a76\u76f8\u5bf9\u8f83\u5c11\u3002\u6700\u8fd1\uff0c\u4e0a\u6d77\u79d1\u6280\u5927\u5b66\u6768\u6653\u745c\u8bfe\u9898\u7ec4[1]\u548cKartika[2]\u5206\u522b\u62a5\u9053\u4e86\u624b\u6027\u78f7\u9178\u50ac\u5316\u03b1-\u7f9f\u57fa\u73af\u620a\u70ef\u9170\u80fa\u4e0d\u5bf9\u79f0\u5408\u6210\u03b2-\u5432\u54da\u73af\u620a\u70ef\u9170\u80fa\u7684\u53cd\u5e94\u3002\u540c\u65f6\uff0cChen\u8bfe\u9898\u7ec4[3]\u62a5\u9053\u4e86\u624b\u6027\u78f7\u9178\u50ac\u5316\u03b1-\u7f9f\u57fa\u70ef\u9170\u80fa\u7684\u4e0d\u5bf9\u79f0Nazarov-\u578b\u4eb2\u7535\u73af\u52a0\u6210\u53cd\u5e94\u5408\u6210\u624b\u60271H-\u831a\u884d\u751f\u7269\u3002\u8fd9\u51e0\u4e2a\u53cd\u5e94\u7684\u4e2d\u95f4\u4f53\u5747\u4e3aINT A\u79bb\u5b50\u5bf9\u3002\u4f5c\u8005\u7ee7\u7eed\u5bf9\u624b\u6027Br\u00f8nsted\u9178\u50ac\u5316\u03b1-\u7f9f\u57fa\u70ef\u9170\u80fa\u7684\u7814\u7a76\u4e2d\u53d1\u73b0\u5e76\u6ca1\u6709\u8fd9\u79cd\u4e2d\u95f4\u4f53\u7684\u5f62\u6210\uff0c\u800c\u662f\u5f62\u6210\u4e86\u6076\u5511\u70f7\u916e\u884d\u751f\u72692\u3002\u57fa\u4e8e\u4e0a\u8ff0\u80cc\u666f\u7814\u7a76\u548c\u5b9e\u9a8c\u4e2d\u65b0\u7684\u53d1\u73b0\uff0c\u4e0a\u6d77\u79d1\u6280\u5927\u5b66\u6768\u6653\u745c\u8bfe\u9898\u7ec4\u62a5\u9053\u4e86\u624b\u6027\u78f7\u9178\u50ac\u53162-\u70f7\u6c27\u57fa\u9170\u80fa-\u70ef\u4e19\u57fa\u9187\u7684\u9ad8\u6548\u52a8\u529b\u5b66\u62c6\u5206\u8fc7\u7a0b\uff0c\u80fd\u4ee5\u9ad8\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u4e00\u7cfb\u5217\u916f\u4ea4\u6362\u4ea7\u7269\u548c\u53d4\u9187\u3002\u540c\u65f6\uff0c\u83b7\u5f97\u7684\u624b\u6027\u4ea7\u7269\u53ef\u4ee5\u5f88\u5bb9\u6613\u7684\u8f6c\u6362\u6210\u6709\u7528\u7684\u624b\u6027\u6076\u5511\u70f7\u916e\u548c\u03b2-\u6c28\u57fa\u9187\u7b49\u9aa8\u67b6(Figure 1)\u3002\u76f8\u5173\u7814\u7a76\u6210\u679c\u53d1\u8868\u4e8e Kinetic Resolution of Tertiary 2-Alkoxycarboxamido-allylic Alcohols by Chiral Phosphoric Acid Catalyzed Intramolecular Transesterification Rajkumar, S.; He, S.; Yang, X.* Angew. Chem. Int. Ed. 2019, Just Accepted Manuscript DOI: 10.1002\/anie.201905034 Figure 1 \u80cc\u666f\u7814\u7a76 \u8bba\u6587\u4f5c\u8005\u4ecb\u7ecd\uff1a \u00a0 \u7814\u7a76\u8005\uff1a\u6768\u6653\u745c \u52a9\u7406\u6559\u6388\u3001\u7814\u7a76 \u6559\u80b2\u80cc\u666f 2007\u5e74\uff0c\u83b7\u5f97\u5357\u4eac\u5927\u5b66\u5316\u5b66\u4e13\u4e1a\u5b66\u58eb\u5b66\u4f4d 2012\u5e74\uff0c\u83b7\u5f97\u4e2d\u79d1\u9662\u4e0a\u6d77\u6709\u673a\u5316\u5b66\u7814\u7a76\u6240\u6709\u673a\u5316\u5b66\u4e13\u4e1a\u535a\u58eb\u5b66\u4f4d\uff08\u5bfc\u5e08 \u4fde\u98da \u7814\u7a76\u5458\uff09 2012\u5e747\u6708\u81f32013\u5e742\u6708\uff0c\u4e2d\u79d1\u9662\u4e0a\u6d77\u6709\u673a\u5316\u5b66\u7814\u7a76\u6240\u4efb\u52a9\u7406\u7814\u7a76\u5458\uff08\u5bfc\u5e08 \u4fde\u98da \u7814\u7a76\u5458\uff09 2013\u5e743\u6708\u81f32015\u5e742\u6708\uff0c\u7f8e\u56fd\u52a0\u5dde\u5927\u5b66\u4f2f\u514b\u5229\u5206\u6821\u4ece\u4e8b\u535a\u58eb\u540e\u7814\u7a76\uff08\u5bfc\u5e08 Dean Toste\uff09 2015\u5e743\u6708\u81f32016\u5e745\u6708\uff0c\u7f8e\u56fd\u52b3\u4f26\u65af\u4f2f\u514b\u5229\u56fd\u5bb6\u5b9e\u9a8c\u5ba4\u4ece\u4e8b\u535a\u58eb\u540e\u7814\u7a76\uff08\u5bfc\u5e08 Dean Toste\uff09 2016\u5e746\u6708\uff0c\u52a0\u5165\u4e0a\u6d77\u79d1\u6280\u5927\u5b66\u7269\u8d28\u79d1\u5b66\u4e0e\u6280\u672f\u5b66\u9662\uff0c\u4efb\u52a9\u7406\u6559\u6388\u3001\u7814\u7a76\u5458 \u7814\u7a76\u65b9\u5411: \u4e0d\u5bf9\u79f0\u50ac\u5316\u3001\u5929\u7136\u4ea7\u7269\u5168\u5408\u6210\u3001\u9009\u62e9\u6027\u86cb\u767d\u8d28\u4fee\u9970 \u8bba\u6587\u6982\u8981\uff1a \u4ee52-\u53d4\u4e01\u57fa\u6c27\u57fa\u9170\u80fa-\u70ef\u4e19\u57fa\u91871a\u2019\u4f5c\u4e3a\u6a21\u677f\u5e95\u7269\uff0c\u4f5c\u8005\u5bf9\u5e95\u7269\u3001\u50ac\u5316\u5242\u3001\u6eb6\u5242\u7b49\u53cd\u5e94\u6761\u4ef6\u8fdb\u884c\u53cd\u590d\u7b5b\u9009\uff0c\u786e\u5b9a\u6700\u4f73\u6761\u4ef6\u4e3a(Table 1)\uff1a2-\u5f02\u4e19\u57fa\u6c27\u57fa\u9170\u80fa-\u70ef\u4e19\u57fa\u9187\u572810 mol%(S)-A6\u4f5c\u4e3a\u50ac\u5316\u5242\uff0c60 mg 5\u00c5\u5206\u5b50\u7b5b\u4f5c\u4e3a\u6dfb\u52a0\u7269\uff0cPhCl\u4f5c\u4e3a\u6eb6\u5242\uff0c0\u2103\u6761\u4ef6\u4e0b\u53cd\u5e9448\u5c0f\u65f6\uff0c\u80fd\u4ee545%\u7684\u6536\u7387\u300189%\u7684\u5bf9\u6620\u9009\u62e9\u6027\u548c78.4\u7684\u5f71\u54cd\u56e0\u5b50\u5f97\u5230\u76ee\u6807\u4ea7\u7269(R)-2\u3002\u540c\u65f6\uff0c\u8be5\u53cd\u5e94\u53ef\u4ee547%\u7684\u6536\u7387\u548c98%\u7684\u5bf9\u6620\u9009\u62e9\u6027\u56de\u6536(S)-1\u3002 Table 1 \u6761\u4ef6\u7b5b\u9009 \u5728\u6700\u4f18\u53cd\u5e94\u6761\u4ef6\u4e0b\uff0c\u4f5c\u8005\u8003\u5bdf\u4e86\u8be5\u52a8\u529b\u5b66\u62c6\u5206\u7684\u5e95\u7269\u8303\u56f4(Table 2)\u30023\u53f7\u4f4d\u4e3a\u5404\u79cd\u82ef\u57fa\u53d6\u4ee3\u4ee5\u53ca2-\u8418\u57fa\u53d6\u4ee3\u70ef\u4e19\u57fa\u9187\u5747\u80fd\u8f83\u597d\u7684\u9002\u5e94\u53cd\u5e94\u6761\u4ef6\uff0c\u80fd\u4ee5\u826f\u597d\u7684\u6536\u7387\u548c\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u76f8\u5e94\u4ea7\u7269\u548c\u56de\u6536\u7684\u4e0d\u5bf9\u79f0\u539f\u6599\u3002 Table 2 \u5404\u79cdC3\u4f4d\u53d6\u4ee3\u70ef\u4e19\u57fa\u9187\u7684\u53cd\u5e94\u60c5\u51b5 \u7d27\u63a5\u7740\uff0c\u4f5c\u8005\u8003\u5bdf\u4e86\u4e0d\u540c\u53d6\u4ee3\u7684\u4e09\u7ea7\u9187\u7684\u5e95\u7269\u8303\u56f4(Table 3)\u3002\u82e5\u5c06\u82ef\u57fa\u6362\u6210\u5404\u79cd\u53d6\u4ee3\u82b3\u57fa\u4ee5\u53ca\u6742\u73af\uff0c\u53cd\u5e94\u80fd\u5f88\u597d\u7684\u8fdb\u884c\uff0c\u80fd\u4ee5\u826f\u597d\u7684\u6536\u7387\u548c\u826f\u597d\u81f3\u4f18\u79c0\u7684\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u76f8\u5e94\u4ea7\u7269\u548c\u56de\u6536\u7684\u4e0d\u5bf9\u79f0\u539f\u6599\u3002\u82e5\u5c06\u7532\u57fa\u6362\u6210\u4e59\u57fa\u3001\u5f02\u4e19\u57fa\u4ee5\u53ca\u5404\u79cd\u82b3\u57fa\u53d6\u4ee3\uff0c\u8be5\u53cd\u5e94\u4e5f\u80fd\u5f88\u597d\u7684\u8fdb\u884c\uff0c\u80fd\u4ee5\u4f18\u79c0\u7684\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u76f8\u5e94\u4ea7\u7269\uff0c\u4f46\u5176\u9009\u62e9\u56e0\u5b50\u76f8\u5e94\u6709\u6240\u964d\u4f4e\u3002\u540c\u65f6\u3002Me,iPr-\u4e8c\u53d6\u4ee3\u3001Me,Cy-\u4e8c\u53d6\u4ee3\u4ee5\u53caMe, Me\u4e8c\u53d6\u4ee3\u7684\u70ef\u4e19\u57fa\u9187\u5177\u6709\u826f\u597d\u7684\u8010\u53d7\u6027\uff0c\u80fd\u4ee5\u4f18\u79c0\u7684\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u76f8\u5e94\u4ea7\u7269\u3002 Table 3 \u5404\u79cd\u53d6\u4ee3\u4e09\u7ea7\u9187\u7684\u53cd\u5e94\u60c5\u51b5 \u4e3a\u4e86\u8bc1\u660e\u8be5\u52a8\u529b\u5b66\u62c6\u5206\u7684\u5b9e\u7528\u6027\uff0c\u4f5c\u8005rac-1a\u8fdb\u884c\u4e86\u514b\u7ea7\u53cd\u5e94(Scheme 1)\u3002\u5c06\u50ac\u5316\u5242\u7528\u91cf\u964d\u81f31 mol%\uff0c\u5176\u5b83\u6761\u4ef6\u4fdd\u6301\u4e0d\u53d8\uff0c\u53d1\u73b0\u4ea7\u7269\u7684\u5bf9\u6620\u9009\u62e9\u6027\u548c\u9009\u62e9\u6027\u56e0\u5b50\u5747\u6ca1\u6709\u592a\u5927\u7684\u53d8\u5316\u3002\u82e5\u5c06\u4e09\u7ea7\u9187\u6362\u6210\u4e8c\u7ea7\u9187\uff0c\u5728\u6807\u51c6\u6761\u4ef6\u4e0b\u53cd\u5e94\uff0c\u80fd\u4ee533%\u7684\u6536\u7387\u300185%\u7684\u5bf9\u6620\u9009\u62e9\u6027\u548c10\u7684\u9009\u62e9\u6027\u56e0\u5b50\u5f97\u5230\u76f8\u5e94\u4ea7\u7269\u3002\u4f46\u5176\u916f\u4ea4\u6362\u4ea7\u7269\u4f1a\u8fdb\u4e00\u6b65\u5f02\u6784\u5316\u4e3a2-\u6076\u5511\u916e\u4ea7\u7269\u3002 Scheme 1 \u514b\u7ea7\u53cd\u5e94\u53ca\u4e8c\u7ea7\u9187\u7684\u52a8\u529b\u5b66\u62c6\u5206 \u4e3a\u4e86\u8bc1\u660e\u8be5\u53cd\u5e94\u7684\u6f5c\u5728\u4ef7\u503c\uff0c\u4f5c\u8005\u53c8\u8fdb\u884c\u4e86\u884d\u751f\u53cd\u5e94(Scheme 2)\u3002\u5728NaH\u7684DMF\u6eb6\u6db2\u4e2d\uff0c(S)-1a\u6613\u53d1\u751f\u73af\u5316\u53cd\u5e94\u8f6c\u5316\u4e3a(S)-\u6076\u5511\u70f7\u916e2a\u3002(S)-2a\u5728Raney Ni\u4f5c\u7528\u4e0b\u53ef\u8fd8\u539f\u62105a\uff0c5a\u53d1\u751f\u6c34\u89e3\u53cd\u5e94\u53ef\u751f\u6210\u03b2-\u6c28\u57fa\u91876a\u3002 Scheme 2 \u884d\u751f\u53cd\u5e94 \u8bba\u6587\u603b\u7ed3\u8bc4\u4ef7\uff1a \u4e0a\u6d77\u79d1\u6280\u5927\u5b66\u6768\u6653\u745c\u8bfe\u9898\u7ec4\u62a5\u9053\u4e86\u624b\u6027\u78f7\u9178\u50ac\u5316\u03b1-\u7f9f\u57fa\u70ef\u9170\u80fa\u7532\u9178\u916f\u7684\u9ad8\u6548\u52a8\u529b\u5b66\u62c6\u5206\u8fc7\u7a0b\uff0c\u80fd\u4ee5\u9ad8\u5bf9\u6620\u9009\u62e9\u6027\u5f97\u5230\u4e00\u7cfb\u5217\u916f\u4ea4\u6362\u4ea7\u7269\u548c\u53d4\u9187\u3002\u540c\u65f6\uff0c\u83b7\u5f97\u7684\u624b\u6027\u4ea7\u7269\u53ef\u4ee5\u5f88\u5bb9\u6613\u7684\u8f6c\u6362\u6210\u6709\u7528\u7684\u624b\u6027\u6076\u5511\u70f7\u916e\u548c\u03b2-\u6c28\u57fa\u9187\u7b49\u9aa8\u67b6\u3002 \u53c2\u8003\u6587\u732e\uff1a Rajkumar, S.; Wang, J.; Zheng, S.; Wang, D.; Ye, X.; Li, X.; Peng, Q.; Yang, Angew. Chem. Int. Ed. 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