Asymmetric synthesis of polyfunctionalized pyrrolidines from sulfinimine-derived pyrrolidine 2-phosphonates. Synthesis of pyrrolidine 225C

Org Lett. 2006 May 25;8(11):2273-6. doi: 10.1021/ol060521c.

Abstract

[reaction: see text] The Horner-Wadsworth-Emmons reaction of aldehydes with sulfinimine-derived 3-oxo pyrrolidine phosphonates represents a new method for the asymmetric synthesis of ring-functionalized cis-2,5-disubstituted 3-oxo pyrrolidines.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Aldehydes / chemistry
  • Catalysis
  • Imines / chemistry
  • Molecular Structure
  • Organophosphonates / chemistry*
  • Pyrrolidines / chemical synthesis*
  • Pyrrolidines / chemistry*
  • Stereoisomerism

Substances

  • Aldehydes
  • Imines
  • Organophosphonates
  • Pyrrolidines
  • pyrrolidine 225C