Stryker's Reagent
Lipshutz, B. H.; Keith, J.; Papa, P.; Vivian, R. Tetrahedron Lett. 1998, 39, 4627-4630.
Dr. Lipshutz and his colleagues explored the reduction of α,β-unsaturated carbonyl derivatives using various hydride sources. Stryker’s reagent [(Ph3P)CuH]6 served as the source of copper-based catalyst. Great yield was obtained when it is used with phenylsilene (PhSiH3), as opposed to Bu3SnH. Phenylsilane is necessary in the reduction of conjugated ketone because it provides the remaining hydride in stoichiometric amounts.
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Roy, S. R.; Sua, S. C.; Mandal, S. K. J. Org. Chem. 2014, 79, 9150-9160.
This article discusses the reduction of carbonyls using silane products show 1,4- addition. Silane products are discussed in the Lipshutz et al. (9154)
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Kawamorita, S.; Yamazaki, K.; Ohimya, H.; Iwai, T.; Sawamura, M. Adv. Synth. Catal. 2012, 18, 3440-3444.
This article uses the Lipshutz article that our paper also cited for the use of the silica supported, cage-type, compact phosphane, also known as Stryker’s reagent which promotes the retention of stereochem. Also, the addition of the Stryker’s reagent allows for easy separation of the catalyst from the reaction mechanism. Finally, the Stryker’s catalyst plays an important role in maintaining selectivity and catalytic activity.
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Shi, S.; Buchwald, S. Nat. Chem. 2015, 7, 38-44.
Shi and Buchwald investigated alkene semireduction and hydroamination reactions since amines are incredibly common and present in many natural products and medicines. Chemo-, regio- and stereoselective synthesis of enamines was achieved through the utilization of a copper catalyst and hydrosilane as a hydride source.
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