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À propos de : Highly Enantioselective Direct Conjugate Addition of Ketones to NitroalkenesPromoted by A Chiral Primary Amine−Thiourea Catalyst        

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  • Highly Enantioselective Direct Conjugate Addition of Ketones to NitroalkenesPromoted by A Chiral Primary Amine−Thiourea Catalyst
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  • Primary amine−thiourea derivative 1 is an active and highly enantioselective catalyst for the conjugate addition of ketones to nitroalkenes. Broad substrate scope is described, with nitroalkenes bearing either aromatic or aliphatic substituents and a wide variety of ketones shown to be useful reacting partners. Ethyl ketones react preferentially, generating anti products with methyl-bearing stereocenters with good-to-excellent diastereoselectivity. An enamine mechanism is indicated, with cooperative activation of the electrophile by the thiourea and of the ketone by the primary amine.
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