Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 23, Pages 4472-4478Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201100205
Keywords
Cycloaddition; Organocatalysis; Diastereoselectivity; Enantioselectivity; Azomethine ylides
Categories
Funding
- National Natural Science Foundation of China (NSFC) [20802075, 21042006]
- Chinese Academy of Sciences
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The first metal-free asymmetric 1,3-dipolar cycloaddition of N-arylmaleimides to azomethine ylides catalyzed by chiral tertiary amine thiourea to form multiply substituted pyrrolidines in excellent yields (up to 89%) and enantioselectivities (up to 96% ee) is presented. This procedure allows a rapid diversity-oriented synthesis of chiral pyrrolidine derivatives with high optical purity.
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