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Total synthesis of herboxidiene, a complex polyketide from Streptomyces species A7847

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Date

2000

Authors

Banwell, Martin
McLeod, Malcolm
Premraj, Rajaratnam
Simpson, Gregory Wayne

Journal Title

Journal ISSN

Volume Title

Publisher

International Union of Pure and Applied Chemistry

Abstract

A formal total synthesis of the polyketide herboxidiene (1) has been achieved by Homer-Wittig coupling of the side-chain fragment 12-epi-(2) with the tetrahydropyran-2-acetic acid derivative (3) followed by desilylation of the resulting triene (19) and hydroxyl-directed mono-epoxidation of the ensuing bis-homoallylic alcohol (20).

Description

Keywords

Keywords: acetic acid derivative; allyl alcohol; herboxidiene; hydroxyl group; polyketide; tetrahydropyran derivative; unclassified drug; chemical reaction; conference paper; epoxidation; nonhuman; priority journal; reaction analysis; Streptomyces; synthesis

Citation

URI

http://hdl.handle.net/1885/90553

Collections

ANU Research Publications

Source

Pure and Applied Chemistry

Type

Journal article

Book Title

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