title: Reversal of the regiochemistry in the rhodium-catalyzed [4+3] cycloaddition between vinyldiazoacetates and dienes.
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.
authors.affiliation: Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322 (USA) http://www.chemistry.emory.edu/faculty/davies/
authors.forename: Pablo E
authors.initials: PE
authors.lastname: Guzmán
authors.forename: Yajing
authors.initials: Y
authors.lastname: Lian
authors.forename: Huw M L
authors.initials: HM
authors.lastname: Davies
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000466:Alkadienes / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D000466:Alkadienes; D012238:Rhodium
keywords: carbenoids; cycloaddition; diazo compounds; rhodium; synthetic methods