Directed reduction of beta-amino ketones to syn or anti 1,3-amino alcohol derivatives

Org Lett. 2002 Sep 5;4(18):3131-4. doi: 10.1021/ol026456y.

Abstract

[reaction: see text] The reduction of beta-amino ketones with samarium(II) iodide has been investigated. Either the syn or anti 1,3-amino alcohols can be obtained as the major product due to a divergence in selectivity with different N-protecting groups.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amines / chemistry
  • Amino Alcohols / chemical synthesis*
  • Anti-Bacterial Agents / chemical synthesis
  • Biological Factors / chemical synthesis
  • Hydrogenation
  • Iodides / chemistry
  • Ketones / chemistry*
  • Molecular Structure
  • Samarium / chemistry
  • Stereoisomerism

Substances

  • Amines
  • Amino Alcohols
  • Anti-Bacterial Agents
  • Biological Factors
  • Iodides
  • Ketones
  • Samarium
  • samarium diiodide