VINYLSULFONYL CHLORIDE, A KETENE EQUIVALENT FOR THE INTRAMOLECULAR DIELS-ALDER REACTION

被引:0
|
作者
METZ, P [1 ]
FLEISCHER, M [1 ]
FROHLICH, R [1 ]
机构
[1] UNIV MUNSTER,INST ANORGAN CHEM,W-4400 MUNSTER,GERMANY
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D O I
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A completely regioselective and highly diastereoselective formal [4 + 2]-cycloaddition of ketene to 1,3-dienes bearing hydroxylated side chains is achieved by intramolecular Diels-Alder reaction of their vinylsulfonates followed by oxidative desulfurization.
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页码:985 / 987
页数:3
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