Alkyne Carbonyl Metathesis As a Means to Make 4-Acyl Chromenes: Syntheses of (±)-Deguelin and (±)-Munduserone

Maloy Nayak, Ikyon Kim

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

A highly convergent synthetic approach to rotenoid natural products is described. Successful pairing of two building blocks for Sonogashira cross-coupling and intramolecular alkyne carbonyl metathesis allows ready access to 4-acylchromene, a key substructure of these natural products, leading to syntheses of (±)-deguelin and (±)-munduserone in high overall yields.

Original languageEnglish
Pages (from-to)11460-11467
Number of pages8
JournalJournal of Organic Chemistry
Volume80
Issue number22
DOIs
Publication statusPublished - 2015 Nov 20

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All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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