Chemo-enzymatic synthesis of (-)-epipentenomycin I

T. Klomklao, S.G. Pyne, A. Baramee, Brian Skelton, Allan White

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

A chemo-enzymatic synthesis of (−)-epipentenomycin I is reported using a lipase-catalysed kinetic resolution of the racemic pentacyclic alcohol 8. Flash vacuum pyroloysis of (−)-8 so obtained gave (−)-(4R)-4-hydroxy-5-methylene-2-cyclopentenone. Epoxidation of this compound with dimethyldioxirane followed by hydrolytic ring-opening of the resulting epoxide gave (−)-epipentenomycin I.
Original languageEnglish
Pages (from-to)3885-3889
JournalTetrahedron: Asymmetry
Volume14
Issue number24
DOIs
Publication statusPublished - 2003

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