An efficient diastereoselective route to differentially protected anti-4-amino-1-alken-3-ols

J Org Chem. 2007 Mar 2;72(5):1834-7. doi: 10.1021/jo062265n. Epub 2007 Jan 24.

Abstract

Zinc-promoted hydroxyallylation of alpha-amidoalkyl arylsulfones 4 using 3-bromo-propenyl methyl carbonate 5 proceeds smoothly in DMF at room temperature to afford high yields of differentially protected anti-1,2-amino alcohols 6.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis*
  • Amino Alcohols / chemical synthesis*
  • Catalysis
  • Gas Chromatography-Mass Spectrometry
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Stereoisomerism
  • Zinc / chemistry

Substances

  • Alkenes
  • Amino Alcohols
  • Indicators and Reagents
  • Zinc