A rapid catalytic asymmetric synthesis of 1,3,4-trisubstituted pyrrolidines

被引：25

作者：

Belyk, KM

Beguin, CD

Palucki, M

Grinberg, N

DaSilva, J

Askin, D

Yasuda, N

机构：

[1] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA

[2] Merck Res Labs, Dept Analyt Chem, Rahway, NJ 07065 USA

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 16期

关键词：

pyrrolidine; 1,3-dipolar cycloaddition; asymmetric 1,4-addition; rhodium-catalyzed; arylboronic acid;

D O I：

10.1016/j.tetlet.2004.02.114

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The asymmetric synthesis of 1,3,4-trisubstituted pyrrolidines was accomplished in two steps from readily available starting materials. A 1,3-dipolar cycloaddition of an azomethine ylide to a propiolate ester followed by a Rh-catalyzed asymmetric 1,4-arylation of the resulting pyrroline with an arylboronic acid provided the desired 1,3,4-trisubstituted pyrrolidine products in good to excellent enantioselectivities. (C) 2004 Elsevier Ltd. All rights reserved.

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页码：3265 / 3268

页数：4

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