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- W2328209973 abstract "In the presence of catalytic amounts of trialkylsilyl triflate and triethylamine, unactivated amides react with imines to afford the corresponding Mannich-type adducts in high yields with high anti selectivities. While silicon enolates have been widely used in organic synthesis for four decades, this is the first example of the catalytic use of the silicon species, to the best of our knowledge. Moreover, it is noteworthy that unactivated simple amides bearing α-protons that are less acidic than those of ketones and aldehydes can be successfully used in catalytic direct-type addition reactions. Finally, a preliminary trial of an asymmetric catalytic version was conducted and showed promising enantioselectivity of the desired product." @default.
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- W2328209973 date "2010-12-20" @default.
- W2328209973 modified "2023-10-16" @default.
- W2328209973 title "Catalytic Silicon-Mediated Carbon−Carbon Bond-Forming Reactions of Unactivated Amides" @default.
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- W2328209973 doi "https://doi.org/10.1021/ja108764d" @default.
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