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Stereoselective synthesis of pyrrolidine derivatives via reduction of substituted pyrroles.

Authors
  • Jiang, Chao
  • Frontier, Alison J
Type
Published Article
Journal
Organic Letters
Publisher
American Chemical Society
Publication Date
Nov 22, 2007
Volume
9
Issue
24
Pages
4939–4942
Identifiers
PMID: 17960937
Source
Medline
License
Unknown

Abstract

The heterogeneous catalytic hydrogenation of highly substituted pyrrole systems was studied. These aromatic systems could be fully reduced with excellent diastereoselectivity to afford functionalized pyrrolidines with up to four new stereocenters. It is likely that the reaction is a two-step hydrogenation sequence, and that initial reduction of the C=X bond provides a stereocenter that directs the subsequent reduction of the pyrrole.

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