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. 2005 Jul 22;70(15):6111-3.
doi: 10.1021/jo050655o.

An easy, efficient, and completely stereoselective synthesis of (E)-alpha,beta-unsaturated esters via sequential aldol-type/elimination reactions promoted by samarium diiodide or chromium dichloride

José M Concellón  1 , Carmen Concellón, Carmen Méjica
Affiliations

An easy, efficient, and completely stereoselective synthesis of (E)-alpha,beta-unsaturated esters via sequential aldol-type/elimination reactions promoted by samarium diiodide or chromium dichloride

José M Concellón et al. J Org Chem. .

Abstract

(E)-Alpha,beta-unsaturated esters can be obtained with complete stereoselectivity by reaction of different aldehydes and ethyl dibromoacetate promoted by SmI(2) or CrCl(2). The transformation takes place as two sequential reactions: an aldol-type reaction and a beta-elimination reaction.

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