Gallium(III)-Catalyzed Cycloisomerization Approach to the Diterpenoid Alkaloids: Construction of the Core Structure for the Hetidines and Hetisines

被引：37

作者：

Hamlin, Amy M. ^{[1
]}

Cortez, Felipe de Jesus ^{[1
]}

Lapointe, David ^{[1
]}

Sarpong, Richmond ^{[1
]}

机构：

[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 18期

关键词：

alkaloids; gallium; hetidine; homogeneous catalysis; oxidative dearomatization; ASYMMETRIC MICHAEL REACTION; CHIRAL DIPHOSPHINE PHTRAP; ACONITE ALKALOIDS; SYNTHETIC ACCESS; RHODIUM COMPLEX; RING-SYSTEM; BOND; (+/-)-NOMININE; CYCLOADDITION; INTERMEDIATE;

D O I：

10.1002/anie.201209030

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A versatile core structure has been prepared that should provide a foundation for the syntheses of the hetidine- and hetisine-type diterpenoid alkaloids. The synthesis of the caged polycyclic core structure, which features nine contiguous stereocenters, utilizes a GaIII-catalyzed cycloisomerization of an alkynyl indene as well as a Michael/aldol sequence to build the bicyclo[2.2.2] framework. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：4854 / 4857

页数：4

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