Synthesis of natural pulvinic acids based on a '[3+2] cyclization-Suzuki cross-coupling' strategy

被引：32

作者：

Ahmed, Z ^{[1
]}

Langer, P ^{[1
]}

机构：

[1] Univ Rostock, Inst Chem, D-18051 Rostock, Germany

来源：

TETRAHEDRON | 2005年 / 61卷 / 08期

关键词：

butenolides; cyclizations; natural products; pulvinic acids; silyl enol ethers;

D O I：

10.1016/j.tet.2004.12.048

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A number of pulvinic acid natural products were prepared based on Suzuki cross coupling reactions of alpha-hydroxy-gamma-alkylidenebutenolides which are readily available by cyclization of 1,3-bis-silyl enol ethers with oxalyl chloride. The formal total synthesis of pulvinic acid, atromentic acid, gomphidic acid and of 4-hydroxypulvinic acid, 4'-hydroxypulvinic acid and iso-gomphidic acid are reported. In addition, total syntheses of pinastric acid, xerocomic acid and variegatic acid were accomplished. (C) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2055 / 2063

页数：9

共 42 条

[21]

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[22] Efficient synthesis of γ-alkylidenetetronic esters by sequential Lewis acid catalyzed [3+2] cyclizations and palladium-catalyzed cross-coupling reactions [J].