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Synfacts 2006(2): 0127-0127
DOI: 10.1055/s-2005-924782
DOI: 10.1055/s-2005-924782
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Regioselective Hydrosilylation of Unsymmetrical Aryl Alkynes
A. Hamze, O. Provot, M. Alami*, J.-D. Brion
Universite Paris-Sud XI, France
Further Information
Publication History
Publication Date:
23 January 2006 (online)
Significance
The PtO2-catalyzed hydrosilylation of unsymmetrical aryl alkynes gave preferentially the α-silylated product when an ortho-substituent on the aryl group was present, regardless of whether the ortho-substituent was an electron-donating or electron-withdrawing one. para-Substituents showed a weaker α-silylation directing effect. PtO2 displayed a more powerful directing effect than H2PtCl6 and also resulted in higher yields since it does not promote alkyne reduction.