STEREOSPECIFIC PHENYLTHIO MIGRATIONS IN THE SYNTHESIS OF SPIROCYCLIC LACTONES AND ETHERS FROM N-METHYL-4-PIPERIDONE AND QUINUCLIDIN-3-ONE

被引:9
作者
COLDHAM, I [1 ]
WARREN, S [1 ]
机构
[1] UNIV CAMBRIDGE,CHEM LAB,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 18期
关键词
D O I
10.1039/p19920002303
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Single diastereoisomers of spirocyclic lactones and ethers have been prepared using intramolecular attack by the oxygen atom of a hydroxy or ester group onto an episulfonium ion. The sulfur group migrates with complete stereospecificity to give the saturated oxygen heterocycle based on the piperidine or quinuclidine ring.
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页码:2303 / 2307
页数:5
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