NaBH4-mediated complete reduction of the α,β-unsaturated ketone units of chalcones in the synthesis of flavans

Ishmael B. Masesane, Ofentse Mazimba

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

In this chapter, the NaBH4-mediated reduction of both the carbon-carbon double bond and the carbonyl group of chalcones and subsequent acid mediated cyclisation of the resulting saturated alcohols to flavans is described. The chalcones were readily prepared from commercially available acetophenone and salicylaldehyde derivatives. Through this sequence of reactions, 3’,4’-dimethoxyflavan and 3’,4’,8-trimethoxyflavan were prepared in good overall yields.

Original languageEnglish
Title of host publicationChemistry
Subtitle of host publicationThe Key to our Sustainable Future
PublisherSpringer Netherlands
Pages229-235
Number of pages7
ISBN (Electronic)9789400773899
ISBN (Print)9789400773882
DOIs
Publication statusPublished - Jan 1 2014

All Science Journal Classification (ASJC) codes

  • Environmental Science(all)

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