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Enantioselective organocatalytic α-sulfenylation of substituted diketopiperazines
Authors:Nathan W Polaske  Ramin Dubey  Gary S Nichol  Bogdan Olenyuk
Institution:Department of Chemistry and Biochemistry, The University of Arizona, 1306 E University Blvd, Tucson, AZ 85721, USA
Abstract:The asymmetric organocatalytic α-sulfenylation of substituted piperazine-2,5-diones is reported, with cinchona alkaloids as chiral Lewis bases and electrophilic sulfur transfer reagents. Catalyst loadings, the type of sulfur transfer reagent, temperature, and solvent were investigated in order to optimize the reaction conditions. The effects of ring substitution and the type of catalyst on the yield and enantioselectivity of the reaction are reported.
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