Efficient preparation of α-ketoacetals

Francisco Ayala-Mata, Citlalli Barrera-Mendoza, Hugo A. Jiménez-Vázquez, Elena Vargas-Díaz, L. Gerardo Zepeda

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

The Weinreb amides 2a,b were prepared from the a,a-dimethoxyacetic acids 1c,d. A number of representative nucleophilic additions (RMgX and RLi) on 2 afforded a-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.

Original languageEnglish
Pages (from-to)13864-13878
Number of pages15
JournalMolecules
Volume17
Issue number12
DOIs
StatePublished - Dec 2012

Keywords

  • A,a-dimethoxyacids
  • A-ketoacetals
  • Grignard reagents
  • Salbutamol
  • Weinreb amide

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