Diastereoselective synthesis of gamma-lactams by a one-pot, four-component reaction

Org Lett. 2007 Sep 27;9(20):4077-80. doi: 10.1021/ol701911u. Epub 2007 Aug 31.

Abstract

A new one-pot, four-component reaction (4CR) between amines, maleic anhydrides, aldehydes, and thiols has been discovered to form tetra- and pentasubstituted gamma-lactams with high diastereoselectivity. Each component is independently variable and employed in equivalent stoichiometry, producing only water as a byproduct.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anhydrides / chemistry
  • Imides / chemistry
  • Lactams / chemical synthesis*
  • Lactams / chemistry
  • Models, Molecular
  • Molecular Structure
  • Stereoisomerism

Substances

  • Anhydrides
  • Imides
  • Lactams