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对映选择性傅克烷基化反应合成 2-取代吲哚衍生物。

Enantioselective Friedel-Crafts alkylation for synthesis of 2-substituted indole derivatives.

机构信息

Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China.

出版信息

Chem Commun (Camb). 2013 Dec 14;49(96):11311-3. doi: 10.1039/c3cc45665j.

Abstract

An efficient catalytic asymmetric intermolecular C2 Friedel-Crafts alkylation reaction between N-methyl skatole and β,γ-unsaturated α-ketoesters has been realized by a chiral N,N'-dioxide-Ni(II) complex. The corresponding indole derivatives were obtained in good yield (up to 96%) with excellent enantioselectivities (up to 99% ee) under mild reaction conditions.

摘要

一种高效的不对称催化的 C2 傅克烷基化反应在 N-甲基 skatole 和β,γ-不饱和α-酮酸酯之间实现了由手性 N,N'-二氧代-Ni(II)配合物。在温和的反应条件下,相应的吲哚衍生物以良好的收率(高达 96%)和优异的对映选择性(高达 99%ee)获得。

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