title: Facial Synthesis of o-Carborane-Substituted Alkenes and Allenes by a Regioselective Ene Reaction of 1,3-Dehydro-o-carborane.
abstract: 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 C-B multiple bond, which lowers the activation barriers of the ene reaction.
authors.affiliation: Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, N.T., Hong Kong (China).
authors.forename: Da
authors.initials: D
authors.lastname: Zhao
authors.affiliation: Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, N.T., Hong Kong (China).
authors.forename: Jiji
authors.initials: J
authors.lastname: Zhang
authors.affiliation: Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, N.T., Hong Kong (China). zxie@cuhk.edu.hk.
authors.forename: Zuowei
authors.initials: Z
authors.lastname: Xie
keywords: alkenes; alkynes; allenes; carboranes; ene reaction