Chemistry–A European Journal

Concise approach to the “higher sugar” core of the nucleoside antibiotic hikizimycin

A Fürstner, M Wuchrer

Index: Fuerstner, Alois; Wuchrer, Margarita Chemistry - A European Journal, 2006 , vol. 12, # 1 p. 76 - 89

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Citation Number: 45

Abstract

Abstract A highly productive synthesis of phenylthio glycoside 33 is described which constitutes a fully functional surrogate for the hikosamine core of hikizimycin 1, a complex nucleoside antibiotic endowed with promising anthelmintic properties. The chosen approach to this undecose derivative starts from mannofuranose 7 which was one-carbon homologated to alkyne 8 in one step on treatment with lithio (trimethylsilyl) diazomethane. ...