Short syntheses of gabosine I and gabosine G from δ-D-gluconolactone

Tony K.M. Shing, Hau M. Cheng

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

(Chemical Equation Presented) A short synthesis of gabosine I (1) from δ-D-gluconolactone (3) in four steps, involving a one-pot TPAP oxidation-K2-CO3-mediated intramolecular Horner-Wadsworth-Emmons (HWE) olefination as the key step, is described. Regioselective acetylation of the primary alcohol in gabosine I (1) then furnished gabosine G (2).

Original languageEnglish
Pages (from-to)6610-6613
Number of pages4
JournalJournal of Organic Chemistry
Volume72
Issue number17
DOIs
Publication statusPublished - 2007 Aug 17

ASJC Scopus subject areas

  • Organic Chemistry

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