Synthetic strategies to epoxydiynes and a key synthon of the neocarzinostatin chromophore

…, ZC Etheridge, MG Soscia, S Caddick

Index: Thominet, Olivier; Baker, James R.; Britton, Hugh; Etheridge, Zac C.; Soscia, Marco G.; Caddick, Stephen Organic and Biomolecular Chemistry, 2007 , vol. 5, # 22 p. 3703 - 3712

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Citation Number: 5

Abstract

We present herein our recent efforts towards the synthesis of epoxydiynes which represent an unusual structural feature of the neocarzinostatin chromophore. A number of different routes to these epoxydiynes have been explored with varying success. Ultimately a concise and convergent approach was developed, which involved the addition of an allenyl zinc bromide to propargylic ketones/aldehydes followed by epoxide formation. This new ...