Total synthesis of dehaloperophoramidine using a highly diastereoselective Hosomi-Sakurai reaction.

Ross P Wilkie,Andrew R Neal,Craig A Johnston,Nicholas Voute,Christopher S Lancefield, Matthew D Stell,Federico Medda,Edward F Makiyi, Emma M Turner,O Stephen Ojo,Alexandra M Z Slawin,Tomas Lebl,Peter Mullen,David J Harrison,Chris M Ireland,Nicholas J Westwood

CHEMICAL COMMUNICATIONS（2016）

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摘要

The synthesis of dehaloperophoramidine, a non-halogenated derivative of the marine natural product perophoramidine, and its biological activity towards HCT116, HT29 and LoVo colorectal carcinoma cells is reported. A [3,3]-Claisen rearrangement and an epoxide opening/allylsilylation reaction installed the contiguous all-carbon quaternary stereocentres with the required relative stereochemistry.

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