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
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
收藏
页码:8000 / 8002
页数:3
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