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.
引用
收藏
页码：3265 / 3268
页数：4
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