Concise Total Synthesis of the Frog Alkaloid (-)-205B

被引：39

作者：

Tsukanov, Sergey V. ^{[1
]}

Comins, Daniel L. ^{[1
]}

机构：

[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 37期

关键词：

alkaloids; dihydropyridones; natural products; total synthesis; Tsuji-Trost reaction; ENANTIOPURE N-ACYLDIHYDROPYRIDONES; ASYMMETRIC-SYNTHESIS; QUINOLIZIDINE ALKALOIDS; POISON-FROG; STEREOSELECTIVE-SYNTHESIS; INDOLIZIDINE ALKALOIDS; 205B; METATHESIS;

D O I：

10.1002/anie.201103596

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Highly stereocontrolled: The total synthesis of frog alkaloid (-)-205B features a chiral N-acylpyridinium salt reaction and an unprecedented trifluoroacetic anhydride mediated addition of an allylstannane to a vinylogous amide. The core was assembled using a Tsuji-Trost allylic amination reaction and a ring-closing metathesis. TIPS=triisopropylsilyl. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：8626 / 8628

页数：3

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