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Total synthesis of tricyclic azaspirane derivatives of tyrosine: FR901483 and TAN1251C.

Authors
  • Ousmer, M
  • Braun, N A
  • Bavoux, C
  • Perrin, M
  • Ciufolini, M A
Type
Published Article
Journal
Journal of the American Chemical Society
Publication Date
Aug 08, 2001
Volume
123
Issue
31
Pages
7534–7538
Identifiers
PMID: 11480973
Source
Medline
License
Unknown

Abstract

A solution to the long-standing problem presented by the oxidative cyclization of a phenolic 3-arylpropionamide to a spirolactam has been developed in this laboratory via oxazoline chemistry. This research was motivated by our interest in some novel tricyclic azaspirane natural products formally derived from tyrosine, such as FR901483 and TAN1251C. In this paper, we disclose full details of the total synthesis of these substances.

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