Abstract

Diastereoselective addition of nucleophiles to 1-(RCO)-substituted tricarbony η 4-cyclohexadiene)iron(0) complexes, and a diastereoselective acid-induced rearrangement to form 1-(branched alkyl)-substituted tricarbonyl( η 5-cyclohexadienyl)iron(1+) salts, are described. Stereocontrol in the rearrangement has been studied, and HPF 6, Ac 2O has been shown to be the most suitable acid to promote diastereoselectivity. The product was reacted with LiCH(SO 2Ph) 2, completing one turn of an iterative cycle which formed a chiral centre at each step.

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