Cycloisomerization of 1,6-dienes mediated by Lewis super acids without additives:: Easy access to polysubstituted six-membered carbocycles

被引：54
作者：
Grau, Fanny
Heumann, Andreas
Dunach, Elisabet
机构：
[1] Univ Paul Cezanne, UMR 6180, CNRS, Fac St Jerome, F-13397 Marseille 20, France
[2] Univ Nice, CNRS, UMR 6001, Lab Chim Mol Bioactives & Aromes, F-06108 Nice, France
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 43期
关键词：
cyclization; dienes; Lewis acids; six-membered rings; tin;
D O I：
10.1002/anie.200602020
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) The tin salt Sn(NTf2)4 (Tf=trifluoromethanesulfonyl) is an efficient catalyst for the selective and ring-size-specific cycloisomerization of highly substituted 1,6-dienes to give six-membered-ring carbocycles (see scheme; X = C(CO2Et)2, C(CO2Me)2 C(CN)(CO2Et), etc.). This is the first Lewis acid catalyzed cycloisomerization of this type of substrate. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：7285 / 7289
页数：5
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