One-pot synthesis of polysubstituted pyrrolidines from aminonitriles

被引:36
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
收藏
页码:945 / 956
页数:12
相关论文
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