A total synthesis of (±)-1-desoxyhypnophilin:: using ring closing metathesis for the construction of cyclic enones

被引：19

作者：

Harrowven, DC ^{[1
]}

Lucas, MC

Howes, PD

机构：

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

[2] Glaxo Wellcome Med Res Ctr, Med Chem 2, Stevenage SG1 2NY, Herts, England

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 46期

关键词：

terpenes and terpenoids; natural products; ring closing metathesis; cyclisations; triquinanes;

D O I：

10.1016/S0040-4039(00)01595-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The paper describes the first total synthesis of (+/-)-1-desoxyhypnophilin, a linear triquinane isolated from the East African mushroom Lentinus crinitus which displays promising antimicrobial activity. The key strategic feature is a new cyclopentannulation method for appending cycloalkenones onto ketones involving sequential use of a ring closing metathesis reaction with a tertiary allylic alcohol and a PCC induced oxidative rearrangement. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：8985 / 8987

页数：3

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