Abstract

An efficient, one-pot synthesis procedure for the preparation of allylic epoxides, aldehydes and homoallylic alcohols (see scheme) has been described. The three industrial products were synthesized by the reaction of allylzinc bromide with α-halo ketones under non-catalytic conditions with p-toluenesulfonic acid and ytterbium triflate as catalysts, respectively. Feasible reaction mechanisms and intermediates leading to the correlating products are discussed.

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