Catalytic asymmetric Pictet-Spengler reactions via sulfenyliminium ions

被引：227

作者：

Wanner, Martin J. ^{[1
]}

van der Haas, Richard N. S. ^{[1
]}

de Cuba, Kimberly R. ^{[1
]}

van Maarseveen, Jan H. ^{[1
]}

Hiemstra, Henk ^{[1
]}

机构：

[1] Univ Amsterdam, Vant Hoff Inst Mol Sci, NL-1018 WS Amsterdam, Netherlands

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 39期

关键词：

asymmetric catalysis; chiral phosphoric acids; enantioselectivity; Pictet-Spengler reaction; sulfenamides;

D O I：

10.1002/anie.200701808

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) From cations to chiral products: β-Carbo-lines can be synthesized with good enantioselectivity by the title reaction catalyzed by a chiral binol-derived Brønsted acid (see scheme, BHT = 3,5-di(tert-butyl)-4-hydroxytoluene). The procedure commences from tryptamine and can be scaled up readily, as both the installment and the removal of the auxiliary proceed in high yield under mild conditions. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：7485 / 7487

页数：3

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