Employment of a cyclobutene ring-opening metathesis reaction towards a concise synthesis of (±)-sporochnol A

被引：24

作者：

Bassindale, MJ

Hamley, P

Harrity, JPA

机构：

[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England

[2] AstraZeneca Charnwood, Dept Med Chem, Loughborough LE11 5RH, Leics, England

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 51期

基金：

英国工程与自然科学研究理事会;

关键词：

cyclobutenes; ring-opening metathesis; hydroboration; sporochnol A;

D O I：

10.1016/S0040-4039(01)02007-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise formal synthesis of (+/-)-sporochnol A 1, a naturally occurring feeding deterrent towards herbivorous fish, is described. The target compound was prepared by the employment of a Ru-catalysed cyclobutene ring-opening metathesis reaction with gaseous ethylene followed by a site selective hydroboration reaction as the key steps. The optimisation of the metathesis process regarding the Ru-catalyst and reaction conditions is also delineated. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：9055 / 9057

页数：3

共 21 条

[1] RECENT APPLICATIONS OF THE SHAPIRO REACTION [J].