Stereoselective synthesis of functionalized pyrrolidines by ruthenium porphyrin-catalyzed decomposition of α-diazo esters and cascade azomethine ylide formation/1,3-dipolar cycloaddition reactions

被引:64
作者
Li, GY
Chen, J
Yu, WY
Hong, W
Che, CM
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai 200032, Peoples R China
[2] Univ Hong Kong, Inst Mol Technol Drug Discovery & Synth, Dept Chem & Open Lab Chem Biol, Hong Kong, Hong Kong, Peoples R China
关键词
D O I
10.1021/ol034614v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Ruthenium porphyrins catalyze three-component coupling reaction of alpha-diazo esters with a series of N-benzylidene imines and alkenes to form functionalized pyrrolidines in excellent diastereoselectivities. The reaction proceeds via a reactive ruthenium-carbene intermediate and its subsequent reaction with imine to generate azomethine ylide, which reacts with alkenes via 1,3-diploar cycloaddition.
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页码:2153 / 2156
页数:4
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