Reversal of the Regiochemistry in the Rhodium‐Catalyzed [4+3] Cycloaddition between Vinyldiazoacetates and Dienes |
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Authors: | Dr. Pablo E. Guzmán Dr. Yajing Lian Prof. Dr. Huw M. L. Davies |
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Affiliation: | Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322 (USA) http://www.chemistry.emory.edu/faculty/davies/ |
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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. |
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Keywords: | carbenoids cycloaddition diazo compounds rhodium synthetic methods |
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