Organocatalytic asymmetric synthesis of trifluoromethyl-substituted diarylpyrrolines: enantioselective conjugate cyanation of β-aryl-β-trifluoromethyl-disubstituted enones.

Organocatalytic asymmetric synthesis of trifluoromethyl-substituted diarylpyrrolines: enantioselective conjugate cyanation of β-aryl-β-trifluoromethyl-disubstituted enones.
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DOI:
10.1002/anie.201201278
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发表时间:
2012-05
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通讯作者:
Hiroyuki Kawai;Satoshi Okusu;Etsuko Tokunaga;Hiroyasu Sato;M. Shiro;N. Shibata
Hiroyuki Kawai;Satoshi Okusu;Etsuko Tokunaga;Hiroyasu Sato;M. Shiro;N. Shibata
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文献类型:
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作者:
Hiroyuki Kawai;Satoshi Okusu;Etsuko Tokunaga;Hiroyasu Sato;M. Shiro;N. Shibata

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以太方式:首次以高产率实现了金鸡纳生物碱催化的标题反应,具有高至优异的ee值,并提供了具有三氟甲基化的全碳季手性中心的生物学重要的2的关键中间体。醚型催化剂(1)在该转化中比常规羟基类似物更有效。
Ether way: the cinchona-alkaloid-catalyzed title reaction was achieved in high yields with high to excellent ee values for the first time, and affords key intermediates for the biologically important 2 having a trifluoromethylated all-carbon quaternary chiral center. Ether-type catalysts (1) are more efficient in this transformation than the conventional hydroxy analogues.