Organocatalytic Enantioselective Formal C(sp2)–H Alkylation
Journal of the American Chemical Society2014Vol. 137(1), pp. 130–133
Citations Over TimeTop 10% of 2014 papers
Abstract
An organocatalytic enantioselective formal C(sp(2))-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.
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