The first generation and stereospecific alkylation of α-trifluoromethyl oxiranyl anion

被引：36

作者：

Yamauchi, Y ^{[1
]}

Katagiri, T ^{[1
]}

Uneyama, K ^{[1
]}

机构：

[1] Okayama Univ, Fac Engn, Dept Appl Chem, Okayama 7008530, Japan

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 02期

关键词：

D O I：

10.1021/ol016829f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Generation and reactions of oxiranyl anion 2 stabilized by a trifluoromethyl group are described. Treatment of (S)-2,3-epoxy-1,1,1-trifluoropropane (75% ee) with n-BuLi followed by electrophiles gave corresponding 2-alkylated epoxide 3 with retention of stereochemistry in moderate to good yields. The reaction is applicable for a general synthesis of optically active trifluoromethylated tertiary alcohols.

引用

页码：173 / 176

页数：4

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