Organic Letters · 2000 · 158 citations · 8 references
Chemical EngineeringEngineeringAlkene MetathesisHighly StereoselectiveHigh Regio-Organic ChemistryEfficient HydrosilylationOrganometallic CatalysisCatalysisTerminal Alkynes CatalyzedChemistryHydrosilylation ReactionExcellent SelectivityStereoselective SynthesisAsymmetric CatalysisEnantioselective SynthesisBiomolecular Engineering
With [RuCl(2)(p-cymene)](2) as a catalyst, extremely high regio- and stereoselectivity was observed in the hydrosilylation reaction of various terminal alkynes under mild conditions to afford beta-(Z)-vinylsilanes in excellent yields. A dramatic directing effect was also observed when alkynes having a hydroxyl group at the beta position to the triple bond were employed as a substrate, and in these cases regioisomeric alpha-vinylsilanes were generated with excellent selectivity.
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