Oxazaborolidinone-Catalyzed Enantioselective Friedel-Crafts Alkylation of Furans and Indoles with α,β-Unsaturated Ketones

被引：29

作者：

Adachi, Shinya ^{[1
]}

Tanaka, Fumi ^{[1
]}

Watanabe, Kazuya ^{[1
]}

Harada, Toshiro ^{[1
]}

机构：

[1] Kyoto Inst Technol, Dept Chem & Mat Technol, Sakyo Ku, Kyoto 6068585, Japan

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 22期

关键词：

C-H BONDS; STEREOSELECTIVE ALKYLATION; CONJUGATE ADDITION; SIMPLE ENONES; 4,7-DIHYDROINDOLES; ARENES;

D O I：

10.1021/ol9021436

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

allo-Threonine-derived oxazaborolidinone (10 mol %) catalyzes the Friedel-Crafts alkylation of furans and indoles with simple acyclic alpha,beta-unsaturated ketones to give products with high yield and high enantioselectivity. The use of N,N-dimethylaniline (2.5-10 mol %) as an additive is essential for enantioselectivity.

引用

页码：5206 / 5209

页数：4

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