One-Pot Asymmetric Synthesis of Seven-Membered Carbocycles Cyclohepta[b]indoles via a Sequential Organocatalytic Michael/Double Friedel-Crafts Alkylation Reaction

被引：33
作者：
Dange, Nitin S. [1 ]
Hong, Bor-Cherng [1 ]
Lee, Chih-Ching [1 ]
Lee, Gene-Hsiang [2 ]
机构：
[1] Natl Chung Cheng Univ, Dept Chem & Biochem, Chiayi 621, Taiwan
[2] Natl Taiwan Univ, Instrumentat Ctr, Taipei 106, Taiwan
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 15期
关键词：
REACTIONS ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE CONSTRUCTION; PRACTICAL ROUTE; RINGS; CYCLOADDITION; CYCLIZATION; ALDEHYDES; ENANTIOPURE; EXPANSION; CATALYSIS;
D O I：
10.1021/ol4016749
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new method has been developed for the enantioselective synthesis of highly functionalized cyclohepta[b]indoles with high enantioselectivity (up to 96% ee). The process combines an enantioselective organocatalytic Michael addition and a highly efficient double Friedel-Crafts reaction sequence in one pot with good yields and stereoselectivity. The structures and absolute configurations of the products were confirmed by X-ray analysis.
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收藏
页码：3914 / 3917
页数：4
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