Direct use of esters in the Mukaiyama aldol reaction: a powerful and convenient alternative to aldehydes

Org Lett. 2012 Feb 17;14(4):1168-71. doi: 10.1021/ol3001443. Epub 2012 Feb 8.

Abstract

An indium triiodide catalyst promoted the direct transformation from esters to β-hydroxycarbonyl compounds using hydrosilanes and silyl enolates by a one-stage process. Various esters were applicable, and the high chemoselectivity of this system brings compatibility to many functional groups: alkenyl, alkynyl, chloro, and hydroxy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Catalysis
  • Esters / chemistry*
  • Molecular Structure

Substances

  • Aldehydes
  • Esters
  • 3-hydroxybutanal