Catalytic Enantioselective Total Synthesis of Hodgkinsine B

被引：68

作者：

Snell, Robert H. ^{[1
]}

Woodward, Robert L. ^{[2
]}

Willis, Michael C. ^{[1
]}

机构：

[1] Univ Oxford, Chem Res Lab, Dept Chem, Oxford OX1 3TA, England

[2] AstraZeneca Global Med Dev, Macclesfield Works, Macclesfield SK10 2NA, Cheshire, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 39期

基金：

英国工程与自然科学研究理事会;

关键词：

alkaloids; asymmetric catalysis; natural products; palladium catalysis; total synthesis; CONCISE TOTAL-SYNTHESIS; PYRROLIDINOINDOLINE ALKALOIDS; ASYMMETRIC-SYNTHESIS; CYCLOTRYPTAMINE ALKALOIDS; ALPHA-ARYLATION; N-ALLYLATION; DESYMMETRIZATION; CHIMONANTHINE; DERIVATIVES; CALYCANTHINE;

D O I：

10.1002/anie.201103864

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The power of palladium: The total synthesis of the alkaloid hodgkinsine B has been achieved with just six isolated intermediates and only four chromatographic operations. The route involves a palladium-catalyzed enantioselective desymmetrizing N-allylation of meso- chimonanthine to establish the absolute configuration and elaboration of the desymmetrized core by a diastereoselective palladium-catalyzed α-oxindole arylation. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：9116 / 9119

页数：4

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