Synthesis of a new family of 2-ethylidene-gamma-unsaturated delta-amino esters via microwave activated Stille coupling

Amino Acids. 2010 Jun;39(1):175-80. doi: 10.1007/s00726-009-0392-y. Epub 2009 Nov 26.

Abstract

A simple approach to a new family of enantiomerically enriched polyunsaturated t-Boc-protected-delta-amino esters is described, via microwave promoted Stille coupling of (Z)-methyl-2-bromobutenoate with stannylated allylamines. The reaction conditions are mild and selective and disclose a simple way to 1-substituted butenoates of defined geometry.

MeSH terms

  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry
  • Esters / chemical synthesis*
  • Esters / chemistry
  • Microwaves*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Amino Acids
  • Esters