Aromatic 4-tetrahydropyranyl and 4-quinuclidinyl cations. Linking prins with Cope and Grob

被引:123
作者
Alder, RW [1 ]
Harvey, JN [1 ]
Oakley, MT [1 ]
机构
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
关键词
D O I
10.1021/ja025902+
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The chair 4-tetrahydropyranyl cation and the 4-quinuclidinyl cation are shown to be energy minima and to be delocalized, with exceptionally long CH2CH2 bonds, according to B3LYP/6-31G* calculations; the implications for Prins cyclizations, Cope rearrangements, and Grob fragmentations are discussed. Copyright © 2002 American Chemical Society.
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页码:4960 / 4961
页数:2
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