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Asymmetic organocatalytic 1,3-dipolar cycloaddition of azomethine ylide to methyl 2-(2-nitrophenyl)acrylate for the synthesis of diastereoisomers of spirotryprostatin A.

Authors
  • Cheng, Mou-Nuo
  • Wang, Hao
  • Gong, Liu-Zhu
Type
Published Article
Journal
Organic Letters
Publisher
American Chemical Society
Publication Date
May 06, 2011
Volume
13
Issue
9
Pages
2418–2421
Identifiers
DOI: 10.1021/ol200652j
PMID: 21486026
Source
Medline
License
Unknown

Abstract

The total synthesis of two diastereomers of spirotryprostatin A has been established starting with an asymmetric 1,3-dipolar cycloaddition of methyl 2-(2-nitrophenyl)acrylate with azomethine ylides catalyzed by a Brønsted acid.

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