Stereoselective iodocyclization of 3-acylamino-2-methylene alkanoates: synthesis of analogues of N-benzoyl-syn-phenylisoserine

Org Lett. 2004 Jul 22;6(15):2571-4. doi: 10.1021/ol049146j.

Abstract

[reaction: see text] A convenient approach to racemic analogues of N-benzoyl-syn-phenylisoserine was realized via the stereoselective iodocyclization of amides obtained from Baylis-Hillman adducts.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkanes / chemistry*
  • Benzene Derivatives / chemical synthesis*
  • Cyclization
  • Iodine / chemistry
  • Molecular Structure
  • Paclitaxel / chemistry
  • Serine / analogs & derivatives*
  • Serine / chemical synthesis*
  • Stereoisomerism

Substances

  • Alkanes
  • Benzene Derivatives
  • N-benzoyl-syn-phenylisoserine
  • Serine
  • Iodine
  • Paclitaxel