Directing group-controlled hydrosilylation: regioselective functionalization of alkyne |
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| Authors: | Kawasaki Yuuya Ishikawa Youhei Igawa Kazunobu Tomooka Katsuhiko |
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| Affiliation: | Department of Molecular and Material Sciences, Kyushu University, Kasuga, Fukuoka 816-8580, Japan. |
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| Abstract: | Pt(0)-catalyzed hydrosilylation of unsymmetric alkynes proceeds in a highly regioselective manner with a dimethylvinylsilyl (DMVS) group as the directing group. This hydrosilylation affords a single regioisomer of silylalkenes from propargylic and homopropargylic alcohol derivatives. DMVS also has an accelerating effect that allows group-selective hydrosilylation of the DMVS-attached alkyne prior to that of other alkynes. Combined hydrosilylation and transformation reactions of the resulting silylalkenes afford various tri-substituted alkenes and multi-oxy-functionalized compounds with high regioselectivity from unsymmetric alkynes. |
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