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Phenylsilane

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An organotin hydride-catalyzed, silicon hydride-mediated method for effecting the conjugate reduction of α,β-unsaturated ketones was developed.
D. S. Hays, M. Scholl, G. C.Fu, J. Org. Chem., 1996, 61, 6751-6752.


A new strategy for the catalytic asymmetric aldol reaction of ketones was developed that relies on a chiral copper(I) complex-catalyzed domino reduction/aldol reaction sequence in the presence of phenylsilane.
J. Deschamp, O. Chuzel, J. Hannedouche, O. Riant, Angew. Chem. Int. Ed., 2006, 45, 1292-1297.


The sequential combination of Ti-catalyzed hydroamination of alkynes followed by the Ti-catalyzed hydrosilylation of the intermediate imines is an efficient one-pot process for the conversion of alkynes and primary amines into secondary amines.
A. Heutling, F. Pohlki, I. Bytschkov, S. Doye, Angew. Chem. Int. Ed., 2005, 44, 2951-2954.


The In(OAc)3-catalyzed reaction of bromo- and iodoalkanes with PhSiH3 in THF at 70 C gave dehalogenated alkanes in good to high yields in the presence of Et3B and air. 2,6-lutidine as additive enabled an efficient reduction of simple and functionalized iodoalkanes in EtOH. GaCl3 was found to be an effective catalyst for the reduction of haloalkanes with poly(methylhydrosiloxane).
K. Miura, M. Tomita, Y. Yamada, A. Hosomi, J. Org. Chem., 2007, 72, 787-792.


A highly Marknovikov selectiv conversion of various olefins to azides was achieved using a cobalt catalyst, 3 equiv of TsN3 as nitrogen source and simple silanes (PhSiH3, TMDSO).
J. Waser, H. Nambu, E. M. Carreira, J. Am. Chem. Soc., 2005, 127, 8294-8295.