A modular, one-pot, four-component synthesis of polysubstituted 1,3-oxazolidines

J Org Chem. 2005 Feb 4;70(3):1042-5. doi: 10.1021/jo048469q.

Abstract

A modular, one-pot, two-step, four-component synthesis of polysubstituted 1,3-oxzolidines is described. The method comprises two linked domino processes: an organocatalyzed domino reaction of alkyl propiolate and an aliphatic aldehydes and a microwave-assisted amine addition cyclization domino process. An alternative modular, one-pot, three-step, four-component synthesis has also been developed by linking the organocatalyzed domino process to a sequential amine addition/Yb(OTf)(3)-catalyzed enamine cyclization reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Oxazoles / chemical synthesis*
  • Oxazoles / chemistry
  • Prodrugs / chemistry

Substances

  • Oxazoles
  • Prodrugs
  • oxazolidine