Catalytic enantioselective addition of indoles to arylnitroalkenes: An effective route to enantiomerically enriched tryptamine precursors

被引：69

作者：

Bandini, M ^{[1
]}

Garelli, A ^{[1
]}

Rovinetti, M ^{[1
]}

Tommasi, S ^{[1
]}

Umani-Ronchi, A ^{[1
]}

机构：

[1] Univ Bologna, Dipartimento Chim G Ciamician, Alma Mater Studoriorum, I-40126 Bologna, Italy

来源：

CHIRALITY | 2005年 / 17卷 / 09期

关键词：

asymmetric catalysis; Salen ligand; aluminum complex; Lewis acid; Friedel-Crafts alkylation;

D O I：

10.1002/chir.20189

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new valuable catalytic protocol for the preparation of synthetically useful beta indolyl nitro compounds bearing benzhydryl stereocenters is presented. The combined use of catalytic amounts of a commercially available chiral [SalenAlCl] complex and pyridine allowed, for the Friedel-Crafts alkylation reaction of indoles with aromatic nitro-olefins to be carried out in good yields and enantioselectivity (up to 63% ee).

引用

页码：522 / 529

页数：8

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