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Intramolecular hydrosilation of acetylenes: Regioselective functionalization of homopropargyl alcohols
Authors:Kohei Tamao      Kimio Maeda   Tetsu Tanaka  Yoshihiko Ito
Affiliation:

a Department of Synthetic Chemistry, Kyoto University, Kyoto 606, Japan

b Department of Industrial Chemistry, The Kochi National College of Technology, Monobe, Nankoku 783, Japan

Abstract:Platinum-catalyzed intramolecular hydrosilation of hydrodimethylsilyl ethers of homopropargyl alcohols proceeds regioselectively in a 5-exo-dig mode. The resulting vinylsilanes can be transformed into 3-alkanon-1-ol and 3-bromo-3-alken-1-ol derivatives by H2O2 oxidation and bromine cleavage, respectively.
Keywords:
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