Enantioselective Syntheses of Corynanthe Alkaloids by Chiral Bronsted Acid and Palladium Catalysis

被引：29

作者：

Wanner, Martin J. ^{[1
]}

Claveau, Elise ^{[1
]}

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

Hiemstra, Henk ^{[1
]}

机构：

[1] Univ Amsterdam, Vant Hoff Inst Mol Sci, NL-1098 XH Amsterdam, Netherlands

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 49期

关键词：

alkaloids; allylation; Bronsted acids; enantioselectivity; palladium; PICTET-SPENGLER REACTIONS; SECONDARY-AMINES; INDOLE ALKALOIDS;

D O I：

10.1002/chem.201103150

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Synergistic catalysis: Three indole alkaloids (-)-corynantheidine, (+)-corynantheine and (+)-dihydro-corynantheine were prepared following a short and common strategy based on the binol phosphoric acid catalyzed enantioselective Pictet-Spengler reaction, followed by closure of the final ring by an intramolecular Tsuji-Trost-type Pd-catalyzed allylic alkylation by using an α-ketoester-derived enolate as the nucleophile (see scheme). © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：13680 / 13683

页数：4

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