Enantioselective synthesis of β-amino alcohols and α-amino acids via a copper catalyzed addition of diorganozinc reagents to N-phosphinoylimines

被引：41

作者：

Desrosiers, JN ^{[1
]}

Côte, A ^{[1
]}

Charette, AB ^{[1
]}

机构：

[1] Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada

来源：

TETRAHEDRON | 2005年 / 61卷 / 26期

基金：

加拿大自然科学与工程研究理事会;

关键词：

beta-amino alcohols; alpha-amino acids; enantioselective synthesis; imines; copper; diorganozinc reagents;

D O I：

10.1016/j.tet.2005.03.113

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioenriched beta-amino alcohols were prepared via an asymmetric addition of diethylzinc, catalyzed by the BozPHOS center dot Cu(I) complex, on in situ formed N-phosphinoylimines. The nature of the hydroxyl protecting groups was found to affect the enantioselectivities. Subsequent deprotection and oxidation of N-phosphinoyl beta-amino alcohols afforded optically active alpha-amino acids (97% ee). (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：6186 / 6192

页数：7

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