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

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2015年 / 21卷 / 29期

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

页码：10334 / 10337

页数：4

共 59 条

[31] Synthesis of allenes with organometallic reagents [J].