Stereospecific substitution at α-carbon to trifluoromethyl group:: Application to optically active fluorinated amino acid syntheses

被引：18

作者：

Katagiri, T ^{[1
]}

Uneyama, K ^{[1
]}

机构：

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

来源：

CHIRALITY | 2003年 / 15卷 / 01期

关键词：

trifluoromethyl; epoxide; coulombic repulsion; intramolecular S(N)2; three-membered ring; aziridine; cyclopropane;

D O I：

10.1002/chir.10160

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

This account summarizes how we performed the intramolecular nucleophilic substitutions of the hydroxy groups at a-position to trifluoromethyl group. The origin of the steric hindrance of the trifluoromethyl group was found to be the electrostatic repulsive force between the nucleophile and the negatively charged fluorine atoms. (C) 2002 Wiley-Liss, Inc.

引用

页码：4 / 9

页数：6

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