Transannular Claisen rearrangement reactions for the synthesis of vinylcyclobutanes: formal synthesis of (±)-grandisol

被引：10

作者：

Craig, Donald ^{[1
]}

Funai, Kiyohiko ^{[1
]}

Gore, Sophie J. ^{[1
]}

Kang, Albert ^{[1
]}

Mayweg, Alexander V. W. ^{[2
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

[2] F Hoffmann La Roche Ltd, Div Pharmaceut, CH-4070 Basel, Switzerland

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2011年 / 9卷 / 23期

基金：

英国工程与自然科学研究理事会;

关键词：

ALLYLIC TOSYLMALONATE ESTERS; (&/-)-CIS-CHRYSANTHEMIC ACID; REAGENTS; (+)-GRANDISOL; HETEROCYCLES; LACTONES; IRELAND; ROUTE;

D O I：

10.1039/c1ob06619f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Unsaturated eight-membered lactones undergo decarboxylative and non-decarboxylative transannular Ireland-Claisen rearrangement reactions, to give substituted vinylcyclobutanes. A formal synthesis of (+/-)-grandisol is described.

引用

页码：8000 / 8002

页数：3

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