通过二碘化钐或二氯化铬促进的顺序羟醛型/消除反应，简便、高效且完全立体选择性地合成（E）-α，β-不饱和酯。
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.
作者信息
Concellón José M, Concellón Carmen, Méjica Carmen
机构信息
Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, Julián Clavería 8, 33071 Oviedo, Spain.
出版信息
J Org Chem. 2005 Jul 22;70(15):6111-3. doi: 10.1021/jo050655o.
PMID:16018713
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.
摘要
通过二碘化钐（SmI₂）或二氯化铬（CrCl₂）促进的不同醛与二溴乙酸乙酯的反应，可以以完全的立体选择性获得（E）-α，β-不饱和酯。该转化过程通过两个连续反应进行：一个羟醛型反应和一个β-消除反应。
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