European journal of organic chemistry

First Total Synthesis of the Potent Anticancer Natural Product Dideoxypetrosynol A: Preparation of the “Skipped”(Z)??Enediyne Moiety by Oxidative Coupling of …

BW Gung, AO Omollo

Index: Gung, Benjamin W.; Omollo, Ann O. European Journal of Organic Chemistry, 2008 , # 28 p. 4790 - 4795

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Citation Number: 6

Abstract

Abstract Dideoxypetrosynol A is a C30 polyacetylenic alcohol with C 2 symmetry. The first total synthesis of both enantiomers of the potent anti-cancer natural product (+)-and (–)- dideoxypetrosynol A is reported. The key step is an oxidative coupling of a homopropargylphosphonium ylide to prepare the “skipped”(Z)-enediyne moiety. The natural dideoxypetrosynol A was isolated as a racemic mixture as shown in structure 1. The ...