Zusammenfassung
Simple monosulfonated cyclobexane-1,2-diamines are highly enantioselective organocatalysts for the conjugate addition of ketones to nitro olefins. By focusing on aromatic ketones as the most challenging substrates, selectivities of up to 98 % ee can be achieved for the title reaction. Moreover, a three-component process between the primary amine catalyst, the nitroalkene, and the ketone, which ...
Zusammenfassung
Simple monosulfonated cyclobexane-1,2-diamines are highly enantioselective organocatalysts for the conjugate addition of ketones to nitro olefins. By focusing on aromatic ketones as the most challenging substrates, selectivities of up to 98 % ee can be achieved for the title reaction. Moreover, a three-component process between the primary amine catalyst, the nitroalkene, and the ketone, which results in the irreversible formation of pyrrols has been recognized as a reaction pathway for catalyst deactivation. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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