{"id":46453,"date":"2023-07-26T07:56:12","date_gmt":"2023-07-25T23:56:12","guid":{"rendered":"\/\/www.gsbet888.com\/?p=46453"},"modified":"2023-07-26T01:10:38","modified_gmt":"2023-07-25T17:10:38","slug":"%e6%8f%ad%e5%bc%8050%e5%b9%b4%e5%89%8d%e7%9a%84%e5%8f%8d%e5%ba%94%e7%9a%84%e7%a7%98%e5%af%86","status":"publish","type":"post","link":"\/\/www.gsbet888.com\/%e5%8c%96%e5%ad%a6%e6%9d%82%e8%ae%b0\/2023\/07\/%e6%8f%ad%e5%bc%8050%e5%b9%b4%e5%89%8d%e7%9a%84%e5%8f%8d%e5%ba%94%e7%9a%84%e7%a7%98%e5%af%86.html","title":{"rendered":"\u63ed\u5f0050\u5e74\u524d\u7684\u53cd\u5e94\u7684\u79d8\u5bc6"},"content":{"rendered":"<p style=\"text-align: justify;\">\u8bd1\u81eaChem-Station\u7f51\u7ad9\u65e5\u672c\u7248 \u539f\u6587\u94fe\u63a5\uff1a<a href=\"https:\/\/www.chem-station.com\/blog\/2023\/05\/mechanism.html\"><u>50\u5e74\u6765\u306e\u8b0e\u53cd\u5fdc\u3092\u89e3\u660e\u305b\u3088<\/u><\/a><\/p>\n<p style=\"text-align: justify;\">\u7ffb\u8bd1\uff1a\u70b8\u9e21<\/p>\n<p style=\"text-align: justify;\">\u6807\u9898\u56fe\u7247\u4e0a\u753b\u7684\u662f50\u5e74\u524d\u7684\u4e00\u7bc7\u8bba\u6587\u4e0a\u8bb0\u8f7d\u7684\u4e00\u4e2a\u53cd\u5e94\uff0c\u4f60\u80fd\u8bd5\u8bd5\u5199\u51fa\u53cd\u5e94\u673a\u7406\u5417\uff1f<\/p>\n<p style=\"text-align: justify;\">\u5373\u4fbf\u662f\u6709\u673a\u5316\u5b66\u4e13\u4e1a\u7684\u5b66\u751f\u7b2c\u4e00\u773c\u4e5f\u4f1a\u4e0d\u660e\u767d\u5427\u3002\u600e\u4e48\u4f1a\u51ed\u7a7a\u591a\u4e86\u4e00\u4e2a\u78b3\u539f\u5b50\u5462\uff1f<\/p>\n<p style=\"text-align: justify;\">\u8fd9\u4e2a\u53cd\u5e94\u51fa\u81ea1973\u5e74Comer\u548cTemple\u5728J. Org. Chem.\u520a\u767b\u7684\u8bba\u6587\u3002<\/p>\n<blockquote>\n<p style=\"text-align: justify;\">\u201cThe reaction of cyclopentanones with methylsulfinyl carbanion\u201d<\/p>\n<p style=\"text-align: justify;\">Comer, W. T.; Temple, D. L.<\/p>\n<p style=\"text-align: justify;\">J. Org. Chem.<strong><b>1973<\/b><\/strong>,\u00a038, 2121. DOI:\u00a0<a href=\"https:\/\/doi.org\/10.1021\/jo00952a002\">10.1021\/jo00952a002<\/a><\/p>\n<\/blockquote>\n<p style=\"text-align: justify;\">\u4e8c\u7532\u57fa\u4e9a\u781c(DMSO)\u7ecf\u8fc7\u5f3a\u78b1\u6c22\u5316\u94a0(NaH)\u4f5c\u7528\u751f\u4ea7\u7684\u9634\u79bb\u5b50\u4f1a\u593a\u53d6\u73af\u620a\u916e\u7684\u7fb0\u57fa\u03b1\u4f4d\u7684\u8d28\u5b50\uff0c\u4f7f\u5f97\u73af\u620a\u916e\u53d8\u6210\u70ef\u9187\u5f62\u5f0f\u3002\u4f46\u73af\u620a\u916e\u7684\u70ef\u9187\u5f0f\u4e5f\u5f88\u53ef\u80fd\u4f1a\u548c\u53e6\u4e00\u5206\u5b50\u7684\u73af\u620a\u916e\u53d1\u751fAldol\u53cd\u5e94\uff0c\u8fd9\u662f\u6709\u70ef\u9187\u53c2\u4e0e\u7684\u53cd\u5e94\u91cc\u5e38\u89c1\u7684\u526f\u53cd\u5e94\u4e86\uff0c\u5728\u8fd9\u4e2a\u526f\u53cd\u5e94\u4e2d\u65b0\u751f\u4ea7\u7684\u9187\u7f9f\u57fa\u53ef\u80fd\u4f1a\u53d1\u751f\u6d88\u9664\u53cd\u5e94\u8fdb\u4e00\u6b65\u751f\u6210\u4e0d\u9971\u548c\u916e\u3002\u53d7\u5230\u8fd9\u4e2a\u526f\u53cd\u5e94\u7684\u542f\u53d1\uff0cComer\u7b49\u4eba\u63d0\u51fa\u4e86\u6807\u9898\u56fe\u7247\u91cc\u7684\u53cd\u5e94\u7684<strong><b>\u53ef\u80fd\u7684<\/b><\/strong>\u53cd\u5e94\u673a\u7406\u3002<\/p>\n<p style=\"text-align: justify;\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-46455 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2023\/07\/b2d136aed9fe2d64176c765c9f391af1.png\" alt=\"\" width=\"947\" height=\"876\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2023\/07\/b2d136aed9fe2d64176c765c9f391af1.png 947w, https:\/\/assets.www.gsbet888.com\/uploads\/2023\/07\/b2d136aed9fe2d64176c765c9f391af1-300x278.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2023\/07\/b2d136aed9fe2d64176c765c9f391af1-680x629.png 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2023\/07\/b2d136aed9fe2d64176c765c9f391af1-768x710.png 768w\" sizes=\"(max-width: 947px) 100vw, 947px\" \/><\/p>\n<p style=\"text-align: justify;\">\u901a\u8fc7\u5c06\u6c18\u4ee3DMSO\u4f5c\u4e3a\u6eb6\u5242\uff0c\u6210\u529f\u5f97\u51fa\u4e86\u4ea7\u7269\u4e0a\u591a\u51fa\u7684\u4e00\u4e2a\u78b3\u662f\u6765\u81ea<strong><b>DMSO\u4e0a\u7684\u4e00\u4e2a\u78b3<\/b><\/strong>\u7684\u7ed3\u8bba\u3002<\/p>\n<p style=\"text-align: justify;\">\u6211\u4e0d\u7981\u6000\u7591\u9053\u201cDMSO\u9634\u79bb\u5b50\u4f1a\u4e0d\u4f1a\u4e0e\u916e\u53d1\u751f\u4eb2\u6838\u52a0\u6210\u53cd\u5e94\u5462\uff1f\u201dStuart L. Schreiber\u6559\u6388\uff08\u73b0\u4efb\u54c8\u4f5b\u5927\u5b66\u6559\u6388\uff09\u5f53\u65f6\u6b63\u5728R. B. Woodward\u6559\u6388\u95e8\u4e0b\u653b\u8bfb\u535a\u58eb\u5b66\u4f4d\uff0c\u4ed6\u5f53\u65f6\u4e5f\u7814\u7a76\u4e86\u8fd9\u4e2a\u53cd\u5e94\uff0c\u6211\u4e0d\u77e5\u9053\u4ed6\u5f53\u65f6\u662f\u5426\u6709\u548c\u6211\u4e00\u6837\u7684\u7591\u95ee\u30021974\u5e74\uff0c\u4ed6\u4eb2\u624b\u518d\u73b0\u4e86\u8fd9\u4e2a\u5b9e\u9a8c\uff0cWoodward\u6559\u6388\u7684\u5206\u6790\u4e5f\u8bc1\u5b9e\u4e86\u4ea7\u7269\u7ed3\u6784\u7684\u65e0\u8bef\u3002\u7136\u800c\uff0c\u7531\u4e8e\u4ed6\u81ea\u5df1\u7684\u9879\u76ee\u7e41\u5fd9\uff0c\u968f\u7740\u65f6\u95f4\u6d41\u901d\uff0c\u4ed6\u4e0d\u77e5\u4e0d\u89c9\u5730\u5fd8\u8bb0\u4e86\u8fd9\u4ef6\u4e8b\u3002\u7136\u800c\uff0c\u6700\u8fd1\u6709\u4eba\u4ece\u4ed6\u7684\u7814\u7a76\u751f\u65f6\u4ee3\u7684\u8bba\u6587\u4e2d\u53d1\u73b0\u4e86\u8fd9\u4e2a\u53cd\u5e94\uff0c\u4ed6\u7684\u540c\u4e8bAndrew G. Myers\u6559\u6388\u548c\u4ed6\u7684\u540c\u4e8b\u4eec\u624d\u5f00\u59cb\u601d\u8003\u771f\u6b63\u7684\u53cd\u5e94\u673a\u7406\u3002<\/p>\n<blockquote>\n<p style=\"text-align: justify;\">\u201cProposed resolution of a mechanistic puzzle of long duration: Self-condensation of cyclopentanone to form an 11-carbon dienoic acid\u201d<\/p>\n<p style=\"text-align: justify;\">Peszko, M. T.; Schreiber, S. L.; Myers, A. G.<\/p>\n<p style=\"text-align: justify;\">J. Org. Chem., in press DOI: <a href=\"https:\/\/doi.org\/10.1021\/acs.joc.3c00492\">10.1021\/acs.joc.3c00492<\/a><\/p>\n<\/blockquote>\n<p style=\"text-align: justify;\">\u4e3a\u4e86\u590d\u523bComer\u7b49\u4eba\u7684\u5b9e\u9a8c\uff0c\u53cd\u5e94\u5728\u6c18\u4ee3DMSO\u4e2d\u8fdb\u884c\uff0c\u4f46\u5374\u590d\u523b\u5931\u8d25\u3002\u6700\u91cd\u8981\u7684\u672b\u7aef\u70ef\u70c3\u768411\u53f7\u78b3\u4e0a\u5374\u6ca1\u6709\u6c18\u539f\u5b50\u3002\u8fd9\u4e2a11\u53f7\u78b3\u662f\u4ece\u54ea\u513f\u6765\u7684\u5462\uff1f<\/p>\n<p style=\"text-align: justify;\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-46456 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2023\/07\/7a5df749d43dc0fb1e53fbf4de5b9d50.png\" alt=\"\" width=\"1013\" height=\"628\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2023\/07\/7a5df749d43dc0fb1e53fbf4de5b9d50.png 1013w, https:\/\/assets.www.gsbet888.com\/uploads\/2023\/07\/7a5df749d43dc0fb1e53fbf4de5b9d50-300x186.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2023\/07\/7a5df749d43dc0fb1e53fbf4de5b9d50-680x422.png 680w, https:\/\/assets.www.gsbet888.com\/uploads\/2023\/07\/7a5df749d43dc0fb1e53fbf4de5b9d50-768x476.png 768w, https:\/\/assets.www.gsbet888.com\/uploads\/2023\/07\/7a5df749d43dc0fb1e53fbf4de5b9d50-233x144.png 233w\" sizes=\"(max-width: 1013px) 100vw, 1013px\" \/><\/p>\n<p style=\"text-align: justify;\">\u8fd9\u4e2a\u95ee\u9898\u7684\u7b54\u6848\u85cf\u5728\u5b9e\u9a8c\u64cd\u4f5c\u91cc\u3002\u5728\u539f\u8bba\u6587\u4e2d\uff0c\u653e\u70ed\u53cd\u5e94\u7ed3\u675f\u540e\uff0c\u6709\u5c06\u53cd\u5e94\u7269\u5012\u5165<strong><b>\u4e59\u919a\u548c\u4e8c\u6c2f\u7532\u70f7\uff081:1\uff09\u7684\u6df7\u5408\u6eb6\u5242\u4e2d\uff0c\u5e76\u5728\u51b0\u7bb1\u4e2d\u653e\u7f6e\u8fc7\u591c\u7684\u64cd\u4f5c<\/b><\/strong>\u3002\u56e0\u6b64\uff0cMeyers\u7b49\u4eba\u5728\u53cd\u5e94\u7ed3\u675f\u540e\u5c06\u53cd\u5e94\u6db2\u5012\u5165\u6c1a\u4ee3\u4e8c\u6c2f\u7532\u70f7\uff08\u91cd\u4e8c\u6c2f\u7532\u70f7\uff09\u4e2d\uff0c\u53d1\u73b0\u7b2c11\u4f4d\u7684\u4e9a\u7532\u57fa\u51e0\u4e4e\u5b8c\u5168\u6c1a\u5316\u3002\u56e0\u6b64\uff0c\u539f\u6709\u7684\u53cd\u5e94\u673a\u7406\u88ab\u63a8\u7ffb\uff0c\u65b0\u7684\u53cd\u5e94\u673a\u7406\u9700\u8981\u88ab\u8003\u8651\u3002\u5982eq 3\u6240\u793a\uff0c\u4e00\u79cd\u53ef\u80fd\u7684\u53cd\u5e94\u673a\u7406\u662f\u73af\u620a\u916e\u4e8c\u805a\u4f53\u9996\u5148\u5728\u78b1\u7684\u4f5c\u7528\u4e0b\u53d8\u6210\u4e8c\u70ef\u9187\u9634\u79bb\u5b50\uff08<strong><b>3<\/b><\/strong>\uff09\uff0c\u7136\u540e\u4e0e\u4e8c\u6c2f\u7532\u70f7\u53cd\u5e94\u751f\u6210\u6c2f\u7532\u57fa\u5316\u7684 <strong><b>4<\/b><\/strong>\u3002\u5728\u6b64\u57fa\u7840\u4e0a\uff0c\u78b3-\u78b3\u952e\u901a\u8fc7\u52a0\u6210\u548c\u6d88\u9664\u53cd\u5e94\u53d1\u751f\u88c2\u89e3\uff0c\u5f62\u6210\u4ea7\u7269<strong><b>1<\/b><\/strong>\u3002<\/p>\n<p style=\"text-align: justify;\">\u4e3a\u4e86\u9a8c\u8bc1\u731c\u60f3\u7684\u6b63\u786e\u6027\uff0c\u8fd8\u5c06\u4ee5\u5176\u4ed6\u65b9\u6cd5\u5408\u6210\u51fa\u7684\u5316\u5408\u7269<strong><b>4<\/b><\/strong>\u4e0e\u78b1\u6405\u62cc\uff0c\u7ed3\u679c\u4e5f\u8bc1\u5b9e\u4e86\u5316\u5408\u7269<strong><b>1<\/b><\/strong>\u4ee5\u9ad8\u6536\u7387\u88ab\u5408\u6210\u51fa\u6765\u4e86\uff0c\u6240\u4ee5\u8fd9\u4e2a\u673a\u7406\u5e94\u8be5\u662f\u51c6\u786e\u65e0\u8bef\u7684\u3002\u5c18\u5c01\u4e8650\u5e74\u7684\u8c1c\u9898\u7ec8\u4e8e\u88ab\u89e3\u5f00\u4e86\uff0c\u4f60\u7684\u5fc3\u4e2d\u611f\u89c9\u5982\u4f55\u5462\uff1f<\/p>\n<p style=\"text-align: justify;\">\u672c\u6587\u7248\u6743\u5c5e\u4e8e\u00a0Chem-Station\u5316\u5b66\u7a7a\u95f4\uff0c \u6b22\u8fce\u70b9\u51fb\u6309\u94ae\u5206\u4eab\uff0c\u672a\u7ecf\u8bb8\u53ef\uff0c\u8c22\u7edd\u8f6c\u8f7d<\/p>\n","protected":false},"excerpt":{"rendered":"\u8bd1\u81eaChem-Station\u7f51\u7ad9\u65e5\u672c\u7248 \u539f\u6587\u94fe\u63a5\uff1a50\u5e74\u6765\u306e\u8b0e\u53cd\u5fdc\u3092\u89e3\u660e\u305b\u3088 \u7ffb\u8bd1\uff1a\u70b8\u9e21 \u6807\u9898\u56fe\u7247\u4e0a\u753b\u7684\u662f50\u5e74\u524d\u7684\u4e00\u7bc7\u8bba\u6587\u4e0a\u8bb0\u8f7d\u7684\u4e00\u4e2a\u53cd\u5e94\uff0c\u4f60\u80fd\u8bd5\u8bd5\u5199\u51fa\u53cd\u5e94\u673a\u7406\u5417\uff1f \u5373\u4fbf\u662f\u6709\u673a\u5316\u5b66\u4e13\u4e1a\u7684\u5b66\u751f\u7b2c\u4e00\u773c\u4e5f\u4f1a\u4e0d\u660e\u767d\u5427\u3002\u600e\u4e48\u4f1a\u51ed\u7a7a\u591a\u4e86\u4e00\u4e2a\u78b3\u539f\u5b50\u5462\uff1f \u8fd9\u4e2a\u53cd\u5e94\u51fa\u81ea1973\u5e74Comer\u548cTemple\u5728J. Org. Chem.\u520a\u767b\u7684\u8bba\u6587\u3002 \u201cThe reaction of cyclopentanones with methylsulfinyl carbanion\u201d Comer, W. T.; Temple, D. L. J. Org. Chem.1973,\u00a038, 2121. DOI:\u00a010.1021\/jo00952a002 \u4e8c\u7532\u57fa\u4e9a\u781c(DMSO)\u7ecf\u8fc7\u5f3a\u78b1\u6c22\u5316\u94a0(NaH)\u4f5c\u7528\u751f\u4ea7\u7684\u9634\u79bb\u5b50\u4f1a\u593a\u53d6\u73af\u620a\u916e\u7684\u7fb0\u57fa\u03b1\u4f4d\u7684\u8d28\u5b50\uff0c\u4f7f\u5f97\u73af\u620a\u916e\u53d8\u6210\u70ef\u9187\u5f62\u5f0f\u3002\u4f46\u73af\u620a\u916e\u7684\u70ef\u9187\u5f0f\u4e5f\u5f88\u53ef\u80fd\u4f1a\u548c\u53e6\u4e00\u5206\u5b50\u7684\u73af\u620a\u916e\u53d1\u751fAldol\u53cd\u5e94\uff0c\u8fd9\u662f\u6709\u70ef\u9187\u53c2\u4e0e\u7684\u53cd\u5e94\u91cc\u5e38\u89c1\u7684\u526f\u53cd\u5e94\u4e86\uff0c\u5728\u8fd9\u4e2a\u526f\u53cd\u5e94\u4e2d\u65b0\u751f\u4ea7\u7684\u9187\u7f9f\u57fa\u53ef\u80fd\u4f1a\u53d1\u751f\u6d88\u9664\u53cd\u5e94\u8fdb\u4e00\u6b65\u751f\u6210\u4e0d\u9971\u548c\u916e\u3002\u53d7\u5230\u8fd9\u4e2a\u526f\u53cd\u5e94\u7684\u542f\u53d1\uff0cComer\u7b49\u4eba\u63d0\u51fa\u4e86\u6807\u9898\u56fe\u7247\u91cc\u7684\u53cd\u5e94\u7684\u53ef\u80fd\u7684\u53cd\u5e94\u673a\u7406\u3002 \u901a\u8fc7\u5c06\u6c18\u4ee3DMSO\u4f5c\u4e3a\u6eb6\u5242\uff0c\u6210\u529f\u5f97\u51fa\u4e86\u4ea7\u7269\u4e0a\u591a\u51fa\u7684\u4e00\u4e2a\u78b3\u662f\u6765\u81eaDMSO\u4e0a\u7684\u4e00\u4e2a\u78b3\u7684\u7ed3\u8bba\u3002 \u6211\u4e0d\u7981\u6000\u7591\u9053\u201cDMSO\u9634\u79bb\u5b50\u4f1a\u4e0d\u4f1a\u4e0e\u916e\u53d1\u751f\u4eb2\u6838\u52a0\u6210\u53cd\u5e94\u5462\uff1f\u201dStuart L. Schreiber\u6559\u6388\uff08\u73b0\u4efb\u54c8\u4f5b\u5927\u5b66\u6559\u6388\uff09\u5f53\u65f6\u6b63\u5728R. B. Woodward\u6559\u6388\u95e8\u4e0b\u653b\u8bfb\u535a\u58eb\u5b66\u4f4d\uff0c\u4ed6\u5f53\u65f6\u4e5f\u7814\u7a76\u4e86\u8fd9\u4e2a\u53cd\u5e94\uff0c\u6211\u4e0d\u77e5\u9053\u4ed6\u5f53\u65f6\u662f\u5426\u6709\u548c\u6211\u4e00\u6837\u7684\u7591\u95ee\u30021974\u5e74\uff0c\u4ed6\u4eb2\u624b\u518d\u73b0\u4e86\u8fd9\u4e2a\u5b9e\u9a8c\uff0cWoodward\u6559\u6388\u7684\u5206\u6790\u4e5f\u8bc1\u5b9e\u4e86\u4ea7\u7269\u7ed3\u6784\u7684\u65e0\u8bef\u3002\u7136\u800c\uff0c\u7531\u4e8e\u4ed6\u81ea\u5df1\u7684\u9879\u76ee\u7e41\u5fd9\uff0c\u968f\u7740\u65f6\u95f4\u6d41\u901d\uff0c\u4ed6\u4e0d\u77e5\u4e0d\u89c9\u5730\u5fd8\u8bb0\u4e86\u8fd9\u4ef6\u4e8b\u3002\u7136\u800c\uff0c\u6700\u8fd1\u6709\u4eba\u4ece\u4ed6\u7684\u7814\u7a76\u751f\u65f6\u4ee3\u7684\u8bba\u6587\u4e2d\u53d1\u73b0\u4e86\u8fd9\u4e2a\u53cd\u5e94\uff0c\u4ed6\u7684\u540c\u4e8bAndrew G. Myers\u6559\u6388\u548c\u4ed6\u7684\u540c\u4e8b\u4eec\u624d\u5f00\u59cb\u601d\u8003\u771f\u6b63\u7684\u53cd\u5e94\u673a\u7406\u3002 \u201cProposed resolution of a mechanistic puzzle of long duration: Self-condensation of cyclopentanone to form an 11-carbon dienoic acid\u201d Peszko, M. T.; Schreiber, S. L.; Myers, A. G. J. Org. 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