Highly diastereoselective addition of alkoxyethynyl aluminium reagents to N-tert-butylsulfinyl aldimines

Org Biomol Chem. 2014 Mar 28;12(12):1875-8. doi: 10.1039/c3ob42352b. Epub 2014 Feb 18.

Abstract

The addition of dimethylaluminium alkoxyacetylides to Ellman's sulfinylimines is described. The reaction proceeds with excellent diastereoselectivity and high yield to produce oxygenated propargylamines in one step starting from simple dichloroenol ethers.

MeSH terms

  • Aluminum / chemistry*
  • Amines / chemical synthesis*
  • Amines / chemistry
  • Imines / chemistry*
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Stereoisomerism

Substances

  • Amines
  • Imines
  • Organometallic Compounds
  • Aluminum