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Diastereo- and enantioselective palladium-catalyzed dearomative [4+2] cycloaddition of 3-nitroindoles
Authors:Jia-Jia Suo  Juan Du  Yang-Jie Jiang  Di Chen  Chang-Hua Ding  Xue-Long Hou
Affiliation:a State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry (SIOC), Chinese Academy of Sciences (CAS), Shanghai 200032, China;b Department of Chemistry, Innovative Drug Research Center, Shanghai University, Shanghai 200444, China;c Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, SIOC, CAS, Shanghai 200032, China
Abstract:Pd-catalyzed asymmetric decarboxylative [4 + 2] cycloaddition of 3-nitroindoles and vinyl benzoxazinanones is developed through a dearomatization approach. The reaction provides an efficient protocol for constructing a series of chiral tetrahydro-5H-indolo[2,3-b]quinolines in high yields and with excellent diastereo- and enantioselectivities.
Keywords:Palladium  [4 + 2] cycloaddition  Asymmetric catalysis  3-Nitroindole  Vinyl benzoxazinanone  
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