Efficient preparation of α-ketoacetals

Molecules. 2012 Nov 22;17(12):13864-78. doi: 10.3390/molecules171213864.

Abstract

The Weinreb amides 2a,b were prepared from the α,α-dimethoxyacetic acids 1c,d. A number of representative nucleophilic additions (RMgX and RLi) on 2 afforded α-ketoacetals 3a-j in 70-99% yield. These compounds represent a versatile arrangement of functional groups of significant synthetic value, as demonstrated in the synthesis of (±)-salbutamol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Albuterol / chemical synthesis*
  • Amides / chemical synthesis*
  • Ketones / chemical synthesis*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Amides
  • Ketones
  • Albuterol