Nanogold-Catalyzed cis-Silaboration of Alkynes with Abnormal Regioselectivity

The first example of gold-catalyzed silaboration of alkynes with PhMe2SiBpin is documented in the presence of supported gold nanoparticles. In the case of terminal alkynes, the reaction proceeds at ambient conditions in very good yields and the regio­selectivity is opposite to that observed in the p...

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Bibliographic Details
Published in:Organic letters 2014-03, Vol.16 (5), p.1430-1433
Main Authors: Gryparis, Charis, Stratakis, Manolis
Format: Article
Language:English
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Summary:The first example of gold-catalyzed silaboration of alkynes with PhMe2SiBpin is documented in the presence of supported gold nanoparticles. In the case of terminal alkynes, the reaction proceeds at ambient conditions in very good yields and the regio­selectivity is opposite to that observed in the presence of Pd or Pt catalysts. The abnormal regio­selectivity is attributed to steric factors imposed by the Au nanoparticle during the 1,2-addition of silyl­borane to the alkyne.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol500225x