Catalytic asymmetric protonation of silyl ketene imines

J Guin, G Varseev, B List

Index: Guin, Joyram; Varseev, Georgy; List, Benjamin Journal of the American Chemical Society, 2013 , vol. 135, # 6 p. 2100 - 2103

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Citation Number: 35

Abstract

An efficient catalytic and highly enantioselective protonation of silyl ketene imines is described. The reaction is catalyzed by the chiral phosphoric acids TRIP or STRIP in the presence of a stoichiometric amount of methanol as the proton source and silyl acceptor. A variety of substituted racemic silyl ketene imines have been transformed into highly enantioenriched nitriles.

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