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

被引：34

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.

引用

页码：3914 / 3917

页数：4

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