One-pot synthesis of polysubstituted pyrrolidines from aminonitriles

被引：35

作者：

Meyer, N ^{[1
]}

Werner, F ^{[1
]}

Opatz, T ^{[1
]}

机构：

[1] Univ Mainz, Inst Organ Chem, D-55128 Mainz, Germany

来源：

SYNTHESIS-STUTTGART | 2005年 / 06期

关键词：

pyrrolidines; aminonitriles; Michael additions; reductions; combinatorial chemistry;

D O I：

10.1055/s-2005-861838

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha-Aminonitriles with a mono- or unsubstituted amino group as well as alpha(alkylideneaminomitriles can be employed as easily accessible alpha-aminocarbanion equivalents. Their alpha-deprotonation yields stabilized carbanions, which undergo smooth 1,4-addition to alpha,beta-unsaturated carbonyl compounds. The resulting delta-keto-alpha-aminonitriles can be reductively cyclized to form polysubstituted pyrrolidines.

引用

页码：945 / 956

页数：12

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