Approaches to Anthracyclines. 1. Conjugate Aroylation of α, β-Unsaturated Estersla1a, b

Kathlyn A. Parker, James Kallmerten

Research output: Contribution to journalArticle

26 Scopus citations

Abstract

A scheme for the two-step nucleophilic aroylation of α, β-unsaturated esters has been developed. The Michael reaction of an arylacetonitrile enolate with an α, β-unsaturated ester generally proceeds in good yield. Oxidative decyanation of the adduct affords clean γ-keto esters when the aryl substituent is not electron rich.

Original languageEnglish (US)
Pages (from-to)2614-2620
Number of pages7
JournalJournal of Organic Chemistry
Volume45
Issue number13
DOIs
StatePublished - Jan 1 1980
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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