ALLENYL ALLYLIC ETHERS - SYNTHESIS AND THERMAL REARRANGEMENTS

被引：23

作者：

DULCERE, JP ^{[1
]}

CRANDALL, J ^{[1
]}

FAURE, R ^{[1
]}

SANTELLI, M ^{[1
]}

AGATI, V ^{[1
]}

MIHOUBI, MN ^{[1
]}

机构：

[1] INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 21期

关键词：

D O I：

10.1021/jo00073a032

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Application of the sequence halogenation/dehydrohalogenation/isomerization to alkenes 1a-g affords allenyl allylic ethers 5a-g. Thermal isomerizations of 5a,d,e proceed by Claisen rearrangement, while 5b,c,f,g are transformed by alternate modes of [2 + 2]cycloaddition involving biradical intermediates of type 19 to polycyclic structures; the variations in these thermal isomerizations are mainly a function of ring size.

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页码：5702 / 5708

页数：7

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