Enantiomeric β-angelica lactone epoxides: their syntheses from suitable chiral precursors and their use in the preparation of blastmycinone

Rosa M. Ortuño, Daniel Alonso, Jaume Cardellach, Josep Font

Research output: Contribution to journalArticleResearchpeer-review

41 Citations (Scopus)

Abstract

Syntheses of (S)-β-angelica lactone from L-tartaric acid and (R)-γ-hydroxy-methyl-γ-butyrolactone, 5, are reported. Alternative routes to prepare 5 from S- and R-glutamic acids and D-ribonolactone, respectively, are also presented. Epoxides derived from (R)- and (S)-β-angelica lactones have been obtained and their use in the synthesis of both (+)- and (-)-blastmycinone, 24, has been established. © 1987.
Original languageEnglish
Pages (from-to)2191-2198
JournalTetrahedron
Volume43
Issue number9
DOIs
Publication statusPublished - 1 Jan 1987

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