{"id":19247,"date":"2018-08-04T11:33:45","date_gmt":"2018-08-04T03:33:45","guid":{"rendered":"\/\/www.gsbet888.com\/?p=19247"},"modified":"2019-08-02T18:51:33","modified_gmt":"2019-08-02T10:51:33","slug":"paterson-%e7%a1%bc%e7%be%9f%e9%86%9b%e7%bc%a9%e5%90%88%e5%8f%8d%e5%ba%94","status":"publish","type":"post","link":"\/\/www.gsbet888.com\/reactions\/%e7%bc%a9%e5%90%88%e5%8f%8d%e5%ba%94\/2018\/08\/paterson-%e7%a1%bc%e7%be%9f%e9%86%9b%e7%bc%a9%e5%90%88%e5%8f%8d%e5%ba%94.html","title":{"rendered":"Paterson \u787c\u7f9f\u919b\u7f29\u5408\u53cd\u5e94"},"content":{"rendered":"
Paterson \u787c\u7f9f\u919b\u7f29\u5408\u53cd\u5e94(Paterson boron adol condensation)\u662f\u5728(+)-(lpc)2<\/sub>BOTf\u6216(-)-(lpc)2<\/sub>BOTf(Brown Ipc\u787c\u70f7)\u4e0eH\u00fcnig\u78b1\u4f5c\u7528\u4e0b\uff0c\u916e\u7c7b\u5316\u5408\u7269\u4e0e\u5404\u7c7b\u8102\u80aa\u919b\u53ca\u82b3\u9999\u919b\u4e4b\u95f4\u8fdb\u884c\u7684\u5bf9\u6620\u7acb\u4f53\u9009\u62e9\u6027\u4e0esyn-\u7acb\u4f53\u9009\u62e9\u6027\u7f9f\u919b\u7f29\u5408\u53cd\u5e94\u3002\u8be5\u53cd\u5e94\u57281986\u5e74\u7531\u82f1\u56fdCambridge\u5927\u5b66\u5316\u5b66\u5b9e\u9a8c\u5ba4(Universiry Chemical Laboratory,Cambridge)\u7684I. Paterson\u7814\u7a76\u7ec4\u9996\u6b21\u62a5\u9053[1]<\/sup>\u3002\u968f\u540e\uff0c\u8be5\u7814\u7a76\u7ec4\u5c06\u5e95\u7269\u8303\u56f4\u7531\u6700\u521d\u7684\u4e8c\u4e59\u57fa\u916e[1]<\/sup>\u6269\u5c55\u81f3\u624b\u6027\u4e59\u57fa\u916e[2]-[3]<\/sup>\uff0c\u5e76\u6210\u529f\u5e94\u7528\u4e8emacrolide\u7684\u5408\u6210[2]<\/sup>\u30021989\u5e74-1990\u5e74\uff0cI. Paterson\u53c8\u5c06\u5e95\u7269\u8303\u56f4\u8fdb\u4e00\u6b65\u6269\u5c55\u81f3\u7532\u57fa\u916e\u53ca\u624b\u6027\u7532\u57fa\u916e[4]-[6]<\/sup>\u3002\u540c\u65f6\uff0c\u7814\u7a76\u53d1\u73b0\u91c7\u7528(-)-(Ipc)2<\/sub>BCl\uff0c\u53ef\u4ee5\u5b9e\u73b0anti-\u9009\u62e9\u6027\u7f9f\u919b\u7f29\u5408\u53cd\u5e94[7]<\/sup>\u3002\u76ee\u524d\uff0c\u8be5\u53cd\u5e94\u5df2\u7ecf\u5e7f\u6cdb\u5e94\u7528\u4e8e\u5404\u7c7b\u751f\u7406\u6d3b\u6027\u5929\u7136\u4ea7\u7269\u6784\u5efa\u65f6\u7684\u5173\u952e\u6b65\u9aa4[8]-[11]<\/sup>\u3002<\/p>\n ebelactone A\u7684\u5168\u5408\u6210[1]\n \u6297\u764c\u6d3b\u6027\u6d77\u6d0b\u5929\u7136\u4ea7\u7269(+)-discodermolide\u7684\u5168\u5408\u6210[2]\n dihydmpyrone\u7684\u5bf9\u6620\u9009\u62e9\u6027\u5408\u6210[3]\n 0\u00b0C\uff0c\u6c29\u6c14\u6c14\u6c1b\u4e0b\uff0c\u5c06\u5e72\u71e5\u7684DCM(25 ml)\u52a0\u5165\u5230 (-)-(-)-(lpc)2<\/sub>BH (1.3 eq.)\u4e2d\uff0c\u5f00\u542f\u6405\u62cc\uff0c\u518d\u5411\u4e0a\u8ff0\u60ac\u6d4a\u6db2\u4e2d\u6ef4\u52a0TfOH(1.4 eq., \u8d85\u8fc75 min\u6ef4\u52a0\u7ed3\u675f)\u3002\u5c06\u4e0a\u8ff0\u53cd\u5e94\u6df7\u5408\u7269\u57280\u00b0C\u4e0b\u7ee7\u7eed\u6405\u62cc0.5 h\u3002\u5c06\u4ea7\u751f\u7684\u6a59\u7ea2\u8272\u6eb6\u6db2\u51b7\u5374\u81f3-78\u00b0C\uff0c\u968f\u540e\u4f9d\u6b21\u52a0\u5165Hunig\u78b1(2eq.)\u53ca\u4e8c\u4e59\u57fa\u916e(1 eq.)\uff0c\u52a0\u6599\u7ed3\u675f\u540e\uff0c\u518d\u5c06\u53cd\u5e94\u6df7\u5408\u7269\u5347\u6e29\u81f30\u00b0C\u3002\u8fdb\u4e00\u6b65\u6405\u62cc5 h\u540e\uff0c\u518d\u6b21\u5c06\u6eb6\u6db2\u51b7\u5374\u81f3-78\u00b0C\u540e\uff0c\u52a0\u5165\u65b0\u9c9c\u84b8\u998f\u7684\u4e59\u919b (3 eq.)\u7684DCM\u6eb6\u6db2(\u919b\u6d53\u5ea6\u4e3a1M) \u52a0\u6599\u7ed3\u675f\u540e\uff0c\u518d\u6b21\u5c06\u53cd\u5e94\u6df7\u5408\u7269\u5347\u6e29\u81f30\u00b0C\u81f3\u53cd\u5e94\u7ed3\u675f\u3002\u53cd\u5e94\u7ed3\u675f\u540e\uff0c\u5c06\u4e0a\u8ff0\u6df7\u5408\u7269\u5012\u5165pH=7\u7684\u7f13\u51b2\u6eb6\u6db2\u4e2d\uff0c\u52a0\u5165\u4e59\u919a\u8fdb\u884c\u8403\u53d6\u3002\u5c06\u5408\u5e76\u7684\u6709\u673a\u76f8\u5728\u51cf\u538b\u6d53\u7f29\u540e\uff0c\u57280\u00b0C \u4e0b\uff0c\u5411\u6b8b\u4f59\u7269\u4e2d\u52a0\u5165\u9002\u91cfMeOH-pH=7\u7684\u7f13\u51b2\u6eb6\u6db2(5:1v\/v)\uff0c\u6405\u62cc\u6eb6\u89e3\u540e\uff0c\u52a0\u5165\u9002\u91cf30%\u8fc7\u6c27\u5316\u6c22\u6eb6\u6db2\uff0c\u5ba4\u6e29\u4e0b\u6405\u62cc1h\u3002\u540e\u5c06\u4e0a\u8ff0\u6df7\u5408\u7269\u52a0\u6c34\u7a00\u91ca\uff0c\u518d\u52a0\u5165DCM\u8fdb\u884c\u8403\u53d6\uff0c\u51cf\u538b\u9664\u53bb\u6eb6\u5242\u540e\uff0c\u83b7\u5f97\u7c97\u4ea7\u7269\u3002\u5c06\u7c97\u4ea7\u7269\u91c7\u7528\u5feb\u901f\u7845\u80f6\u67f1\u8272\u8c31(EtOAc\/\u6b63\u5df1\u70f7 2\uff1a3 v\/v)\u5206\u79bb\u7eaf\u5316\u540e\uff0c\u83b7\u5f97\u76f8\u5e94\u76ee\u6807\u4ea7\u7269\u3002<\/p>\n <\/p>\n <\/p>\n<\/a><\/p>\n
\u57fa\u672c\u6587\u732e<\/strong><\/h4>\n
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\u53cd\u5e94\u673a\u7406<\/strong><\/h4>\n
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\u53c2\u8003\u6587\u732e<\/strong><\/h4>\n
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