Intramolecular Michael reaction of tert-butylsulfinyl ketimines: asymmetric synthesis of 3-substituted indanones

Org Lett. 2011 Dec 16;13(24):6564-7. doi: 10.1021/ol2028948. Epub 2011 Nov 23.

Abstract

Aromatic tert-butylsulfinyl ketimines bearing a suitable Michael acceptor at the ortho position readily undergo an intramolecular conjugate addition achieving indanone derivatives in good yields and complete diastereoselectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Imines / chemistry*
  • Indans / chemical synthesis*
  • Indans / chemistry
  • Molecular Structure
  • Nitriles / chemistry*
  • Stereoisomerism

Substances

  • Imines
  • Indans
  • Nitriles
  • ketimine