Facile access to 4-aryl-2(5H)-furanones by Suzuki cross coupling:: Efficient synthesis of rubrolides C and E

被引：83

作者：

Boukouvalas, J ^{[1
]}

Lachance, N ^{[1
]}

Ouellet, M ^{[1
]}

Trudeau, M ^{[1
]}

机构：

[1] Univ Laval, Dept Chim, St Foy, PQ G1K 7P4, Canada

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 42期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0040-4039(98)01715-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Pd(0)-catalyzed cross coupling between 4-bromo-2(5H)-furanones and arylboronic acids provides the corresponding 4-aryl-2(5H)-furanones in yields of 61-85%. By using this method in conjunction with furanolate chemistry, the marine antibiotics rubrolide C and E have been synthesized in highly efficient fashion (4 steps, overall yield = 61 and 56% respectively) from beta-tetronic acid. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7665 / 7668

页数：4

共 30 条

[1]

AOKI K, 1973, Patent No. 7328646

[2] STRUCTURE AND SYNTHESIS OF THE 1ST FLAVONOID-RELATED AND STILBENE-RELATED BUT-2-ENOLIDES [J].