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DOI: 10.1039/A900261H (Paper) Reference Section for: Chem. Commun., 1999, 421-422

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

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

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.

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