A General Approach to the Basiliolide/Transtaganolide Natural Products: Total Syntheses of Basiliolide B, epi-8-Basiliolide B, Transtaganolide C, and Transtaganolide D

被引：24

作者：

Nelson, Hosea M. ^{[1
]}

Murakami, Kei ^{[1
]}

Virgil, Scott C. ^{[1
]}

Stoltz, Brian M. ^{[1
]}

机构：

[1] CALTECH, Warren & Katharine Schlinger Lab Chem & Chem Engn, Div Chem & Chem Engn, Caltech Ctr Catalysis & Chem Synth, Pasadena, CA 91125 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 16期

基金：

日本学术振兴会;

关键词：

acetylides; C-C coupling reactions; Claisen rearrangement; Diels-Alder reaction; natural product synthesis; THAPSIA-TRANSTAGANA; ARYL IODIDES; ARTEMISININ; INHIBITORS; GARGANICA; RETICULUM; PROGRESS; PFATP6;

D O I：

10.1002/anie.201008003

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) In a flash: The total synthesis of transtaganolide and basiliolide natural products is achieved in three steps from achiral, monocyclic esters (see scheme). Featured in the syntheses are an Ireland-Claisen/Diels- Alder cascade and a novel methoxyacetylide coupling/cyclization sequence. © 2011 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3688 / 3691

页数：4

共 29 条

[1] SERCA-inhibiting activity of C-19 terpenolides from Thapsia garganica and their possible biogenesis [J].