A study of base-catalyzed aldol reaction of trimethylsilyl enolates

R. L. Sutar, N. N. Joshi

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

Mukaiyama-type aldol reaction of trimethylsilyl enolates with aldehydes in the presence of a base is a complicated reaction. It usually results in various products determined by the nature of base and reaction medium. The present study has been undertaken to understand these factors and design new Lewis base catalysts to optimize the yield of desired aldol product. It has been shown that mild Brønsted base with inbuilt hydrogen bonding sites are efficient catalysts for the reactions involving trimethylsilyl enolates. Based on the observed results, a mechanism is proposed to explain the reaction outcome.

Original languageEnglish
Pages (from-to)1553-1560
Number of pages8
JournalIndian Journal of Chemistry - Section B Organic and Medicinal Chemistry
Volume53B
Issue number12
StatePublished - 1 Dec 2014
Externally publishedYes

Keywords

  • Aldol reaction
  • Base catalyzed
  • Carboxylate salts
  • Lithium amides

ASJC Scopus subject areas

  • Pharmacology, Toxicology and Pharmaceutics (all)
  • Organic Chemistry

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