Russian Chemical Bulletin

, Volume 44, Issue 11, pp 2124–2126 | Cite as

Convenient preparative method for synthesis of methyl (Z)-3-aryl-2-(carbobenzoxyamino)acrylates by Wittig—Horner reaction with the use of Et3N as a base

  • V. I. Tararov
  • T. F. Savel'eva
  • Yu. N. Belokon'
Organic Chemistry
  • 38 Downloads

Abstract

The Wittig—Horner reaction of CbzNHCH(CO2Me)P(O)(OMe)2 (1) with ArCHO (2) in the presence of Et3N as a base affords methyl (Z)-3-aryl-2-(carbobenzoxyamino)acrylates (3) with high degrees of diastereoselectivity (Z)/(E) > 10∶∶1. One recrystallization of the crude product is sufficient to obtain isomerically and chemically pure (Z)-3.

Key words

α,β-dehydro-α-amino acids Wittig-Horner reaction diastereoselectivity triethylamine (Z)-3-aryl-2-(carbobenzoxyamino)acrylates synthesis 

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Copyright information

© Plenum Publishing Corporation 1996

Authors and Affiliations

  • V. I. Tararov
    • 1
  • T. F. Savel'eva
    • 1
  • Yu. N. Belokon'
    • 1
  1. 1.A. N. Nesmeyanov Institute of Organoelement CompoundsRussian Academy of SciencesMoscowRussian Federation

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