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Organocatalytic Enantioselective Formal C(sp2)–H Alkylation

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journal contribution
posted on 14.01.2015, 00:00 by Madhu Sudan Manna, Santanu Mukherjee
An organocatalytic enantioselective formal C­(sp2)–H alkylation is reported. This alkylative desymmetrization of prochiral 2,2-disubstituted cyclopentene-1,3-dione is catalyzed by a bifunctional tertiary aminourea derivative, utilizes air-stable and inexpensive nitroalkanes as the alkylating agents, and delivers synthetically versatile five-membered carbocycles containing an all-carbon quaternary stereogenic center remote from the reaction site in excellent enantioselectivity.