Enantioselective synthesis of dihydropyrazoles by formal [4+1] cycloaddition of in situ-derived azoalkenes and sulfur ylides |
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| Authors: | Chen Jia-Rong Dong Wan-Rong Candy Mathieu Pan Fang-Fang Jörres Manuel Bolm Carsten |
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| Institution: | Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, China. |
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| Abstract: | An unprecedented strategy to access highly enantioenriched dihydropyrazoles is described. It involves formal 4+1] cycloadditions of in situ-derived azoalkenes and sulfur ylides catalyzed by a chiral copper/Tol-BINAP complex. A variety of synthetically and biologically important dihydropyrazoles have been obtained with high enantioselectivities (up to 97:3 er) in good yields (83-97%). |
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