Tetrahedron

An efficient synthesis of (E)-α, β-unsaturated ketones and esters with total stereoselectivity by using chromium dichloride

JM Concellón, H Rodríguez-Solla, C Méjica

Index: Concellon, Jose M.; Rodriguez-Solla, Humberto; Mejica, Carmen Tetrahedron, 2006 , vol. 62, # 14 p. 3292 - 3300

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Citation Number: 15

Abstract

(E)-α, β-Unsaturated ketones or esters can be obtained with complete stereoselectivity by reaction of different 2-chloro-3-hydroxy ketones or esters and CrCl2. A comparative study of the results of synthesis of ketones with CrCl2 or samarium is performed. A mechanism to explain both β-elimination reactions has been proposed.