A One-Pot Synthesis of α,β-Unsaturated Esters From Esters

초록

convenient method for reductive Horner-Wadsworth-Emmons (HWE) olefination is described. The E-selective HWE homologation of various esters to alpha,beta-unsaturated esters was readily achieved and gave the desired products in good-to-moderate yields under mild conditions. The one-pot reaction proceeds through an in situ generated aldehyde, formed via the partial reduction of an ester with lithium diisobutylt-butoxyaluminum hydride. The formation of cyclized metal acetal and subsequent decompose to the aldehyde for the olefination was found to be a crucial step in this C2-carbon homologation protocol.

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