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手性异丙基酮的立体选择性钛介导的Aldol 反应。

Stereoselective titanium-mediated aldol reactions of a chiral isopropyl ketone.

机构信息

Departament de Química Orgànica, Universitat de Barcelona, Carrer Martí i Franqués 1-11, 08028 Barcelona, Catalonia, Spain.

出版信息

Chem Commun (Camb). 2013 May 18;49(40):4507-9. doi: 10.1039/c3cc41640b. Epub 2013 Apr 10.

Abstract

A novel substrate-controlled aldol reaction of a chiral isopropyl ketone is reported. The outstanding regioselective enolization by TiCl4-i-Pr2NEt provides a chelated enolate that can participate in highly diastereoselective additions to a wide array of aldehydes favouring the corresponding 2,5-syn adducts.

摘要

报道了一种手性异丙基酮的新型受底物控制的Aldol 反应。TiCl4-i-Pr2NEt 出色的区域选择性烯醇化提供了螯合烯醇化物,它可以参与到各种醛的高度非对映选择性加成反应中,有利于生成相应的 2,5-顺式产物。

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