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Catalytic Enantioselective Nazarov Cyclization: Construction of Vicinal All‐Carbon‐Atom Quaternary Stereocenters
Authors:Anais Jolit  Dr. Patrick M. Walleser  Dr. Glenn P. A. Yap  Prof. Dr. Marcus A. Tius
Affiliation:1. Chemistry Department, University of Hawaii at Manoa, 2545 The Mall, Honolulu, HI 96822 (USA);2. Department of Chemistry and Biochemistry, University of Delaware, 236 Brown Laboratory, Newark, DE 19716 (USA);3. University of Hawaii Cancer Center, 701 Ilalo Street, Honolulu HI 96813 (USA)
Abstract:The diastereoselective asymmetric synthesis of vicinal all‐carbon‐atom quaternary stereocenters is a challenging problem in organic synthesis for which only few solutions have been described. A catalytic asymmetric Nazarov cyclization of fully substituted dienones that provides cyclopentenone derivatives with vicinal quaternary stereocenters in high optical purity and as single diastereoisomers is now reported.
Keywords:asymmetric catalysis  chiral Brø  nsted acids  Nazarov cyclization  quaternary stereocenters
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