Total syntheses of aplysin and debromoaplysin using a diastereoselective, sulfur mediated radical cyclisation strategy

被引：31

作者：

Harrowven, DC ^{[1
]}

Lucas, MC

Howes, PD

机构：

[1] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England

[2] Glaxo Wellcome Res & Dev Ltd, Med Res Ctr, Enzyme Med Chem 2, Stevenage SG1 2NY, Herts, England

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 23期

关键词：

terpenes and terpenoids; natural products; radicals and radical reactions; cyclisations; disulfides; oxygen heterocycles;

D O I：

10.1016/S0040-4039(99)00768-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Total syntheses of two marine sesquiterpenes, aplysin 1 and debromoaplysin 2, are described. The key step involves a diastereoselective, sulfur mediated radical cyclisation of diene 5 to 7 which simultaneously creates the sterically demanding aplysin skeleton and establishes the relative configuration of the three contiguous stereogenic centres. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：4443 / 4444

页数：2

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