Synthetic studies on the salicylihalamides:: macrolactone formation via ring closing metathesis versus macrolactonization

被引：31

作者：

Feutrill, JT

Holloway, GA

Hilli, F

Hügel, HM

Rizzacasa, MA ^{[1
]}

机构：

[1] Univ Melbourne, Sch Chem, Parkville, Vic 3010, Australia

[2] RMIT Univ, Dept Appl Chem, Bundoora, Vic 3083, Australia

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 44期

基金：

澳大利亚研究理事会;

关键词：

D O I：

10.1016/S0040-4039(00)01420-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two routes to the unusual 12-membered unsaturated benzolactone of the highly cytotoxic marine metabolites the salicylihalamides are presented. The first involves an RCM step to construct the C9-C10 alkene bond and this provided the model macrolactones 9 and 10 in a ratio of 77:23, respectively. An alternative route involved a Stille coupling to construct the C8-C9 bond followed by a macrolactonization to give the lactones 9 and 10 in a ratio of 96:4. (C) 2000 Elsevier Science Ltd. All rights reserved.

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页码：8569 / 8572

页数：4

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