Facial Synthesis of o-Carborane-Substituted Alkenes and Allenes by a Regioselective Ene Reaction of 1,3-Dehydro-o-carborane

被引:16
|
作者
Zhao, Da [1 ,2 ]
Zhang, Jiji [1 ,2 ]
Xie, Zuowei [1 ,2 ]
机构
[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
[2] Chinese Univ Hong Kong, State Key Lab Synth Chem, Shatin, Hong Kong, Peoples R China
关键词
alkenes; alkynes; allenes; carboranes; ene reaction; METAL-MEDIATED FUNCTIONALIZATION; 1,2-DEHYDRO-O-CARBORANE; METALLACARBORANES; CYCLOADDITION; ACETYLENES; GENERATION; CHEMISTRY; LIGANDS; ANALOG; BONDS;
D O I
10.1002/chem.201501911
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
1,3-Dehydro-o-carborane is a useful synthon for selective cage boron functionalization of o-carboranes. It reacts readily with alkenes or alkynes to give a variety of cage B(3)-alkenyl/allenyl o-carboranes by ene reactions in very high yields and excellent regioselectivity. This can be ascribed to the highly polarized cage CB multiple bond, which lowers the activation barriers of the ene reaction.
引用
收藏
页码:10334 / 10337
页数:4
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