An Efficient Synthesis of 2??Bromo??3??hydroxy Esters by Reaction of Ketones with Ethyl Dibromoacetate Promoted by Samarium Diiodide

JM Concellón, C Concellón…

文献索引：Concellon, Jose M.; Concellon, Carmen; Diaz, Pamela European Journal of Organic Chemistry, 2006 , # 9 p. 2197 - 2200

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被引用次数: 5

摘要

Abstract A simple and efficient samarium diiodide mediated synthesis of 2-bromo-3-hydroxy esters 1 by the reaction of a variety of ketones 2 with ethyl dibromoacetate (3) is described. The relative configuration of the major diastereoisomer obtained was established by NOESY experiments of the corresponding α, β-epoxy esters 4 prepared from 1. Additionally, a mechanism is proposed to explain the results obtained.(© Wiley-VCH Verlag GmbH & Co. ...