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Reversal of the Regiochemistry in the Rhodium‐Catalyzed [4+3] Cycloaddition between Vinyldiazoacetates and Dienes
Authors:Dr. Pablo E. Guzmán  Dr. Yajing Lian  Prof. Dr. Huw M. L. Davies
Affiliation:Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322 (USA) http://www.chemistry.emory.edu/faculty/davies/
Abstract:A regio‐, diastereo‐, and enantioselective [4+3] cycloaddition between vinylcarbenes and dienes has been achieved using the dirhodium tetracarboxylate catalyst [Rh2(S‐BTPCP)4]. This methodology provides facile access to 1,4‐cycloheptadienes that are regioisomers of those formed from the tandem cyclopropanation/Cope rearrangement reaction of vinylcarbenes with dienes.
Keywords:carbenoids  cycloaddition  diazo compounds  rhodium  synthetic methods
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