Enantioselective Construction of Consecutive Tetrasubstituted Stereogenic Centers by Reaction of α-Substituted β-Nitroacrylates with Oxazol-5-(4H)-ones Catalyzed by Cinchona Alkaloid Sulfonamide Catalysts.
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DOI: 10.1021/acs.orglett.3c00783
Abstract: The enantioselective reaction of α-substituted β-nitroacrylates with oxazol-5-(4H)-ones (oxazolones) to construct consecutive tetrasubstituted stereogenic centers was accomplished. A cinchona alkaloid sulfonamide catalyst afforded products bearing vicinal chiral centers with excellent enantio- and diastereoselectivities. The obtained… read more here.
Keywords: consecutive tetrasubstituted; reaction substituted; substituted nitroacrylates; reaction ... See more keywords
Enantioselective organocatalytic amination of 2-perfluoroalkyl-oxazol-5(2H)-ones towards the synthesis of chiral N,O-aminals with perfluoroalkyl and amino groups
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DOI: 10.1039/d1qo00569c
Abstract: Herein, the first highly enantioselective amination at the C-2 position of 2-perfluoroalkyl-oxazol-5(2H)-ones to phenylazocarboxylates using a (1R,2R)-cyclohexane-1,2-diamine-derived urea–tertiary amine as a bifunctional catalyst is presented. Two efficient asymmetric transformation processes were achieved through the formation… read more here.
Keywords: perfluoroalkyl oxazol; amination; perfluoroalkyl; oxazol ones ... See more keywords
Highly diastereo- and enantioselective C2 addition of 5H-oxazol-4-ones to γ-keto-α,β-unsaturated esters.
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DOI: 10.1039/d3cc00554b
Abstract: The direct C2-addition of 5H-oxazol-4-ones to γ-keto-α,β-unsaturated esters catalyzed by a chiral squaramide has been achieved. Diverse highly functionalized γ-keto esters bearing a C2-oxazolone at the α-position were afforded in high yields with excellent stereoselectivities… read more here.
Keywords: ones keto; keto unsaturated; addition oxazol; unsaturated esters ... See more keywords