About the timing of Wagner-Meerwein and Nametkin rearrangements, 6,2-hydride shift, proton elimination and cation trapping in 2-norbornyl carbocations

被引:13
|
作者
Martínez, AG
Vilar, ET
Fraile, AG
Fernández, AH
Cerero, SD
Jiménez, FM
机构
[1] Univ Complutense Madrid, Fac Ciencias Quim, Dept Quim Organ 1, E-28040 Madrid, Spain
[2] Univ Nacl Educ Distancia, Fac Ciencias, Dept Quim Organ & Biol, E-28040 Madrid, Spain
关键词
D O I
10.1016/S0040-4020(98)00176-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of different substituted 2-norbornanones 1 with triflic anhydride in the presence of nitriles 6 is carried out in order to study the factors that influence on the different reaction possibilities of 2-norbornyl carbocations. The syntheses of interesting annulated pyrimidine derivatives 10 and conformationally rigid 1,3 disubstituted products are described. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:4607 / 4614
页数:8
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