The first total synthesis of a type II manumycin antibiotic, (+)-TMC-1 A: The total syntheses of (-)-LL-C10037β and (+)-manumycin B

J. J. Cronjé Grové; Xudong Wei; Richard J.K. Taylor

doi:10.1039/a900261h

The first total synthesis of a type II manumycin antibiotic, (+)-TMC-1 A: The total syntheses of (-)-LL-C10037β and (+)-manumycin B

J. J. Cronjé Grové, Xudong Wei, Richard J.K. Taylor

Research output: Contribution to journal › Article › peer-review

Abstract

A procedure using Na[PhSeB(OEt)3] is reported for conversion of the type I epoxy ketone manumycins into the type II β-hydroxyketone variants; using this procedure, (-)-LL-C10037β and (+)-TMC-1A have been prepared for the first time; the first synthesis of (+)-manumycin B, which provides full stereochemical clarification of the natural product, is also described.

Original language	English
Pages (from-to)	421-422
Number of pages	2
Journal	Chemical Communications
Issue number	5
DOIs	https://doi.org/10.1039/a900261h
Publication status	Published - 7 Mar 1999

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AU - Taylor, Richard J.K.

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AB - A procedure using Na[PhSeB(OEt)3] is reported for conversion of the type I epoxy ketone manumycins into the type II β-hydroxyketone variants; using this procedure, (-)-LL-C10037β and (+)-TMC-1A have been prepared for the first time; the first synthesis of (+)-manumycin B, which provides full stereochemical clarification of the natural product, is also described.

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The first total synthesis of a type II manumycin antibiotic, (+)-TMC-1 A: The total syntheses of (-)-LL-C10037β and (+)-manumycin B

Abstract

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