title: Interception of a Rautenstrauch intermediate by alkynes for [5+2] cycloaddition: rhodium-catalyzed cycloisomerization of 3-acyloxy-4-ene-1,9-diynes to bicyclo[5.3.0]decatrienes.
abstract: Rholling in the bicycles: a rhodium(I)-catalyzed cycloisomerization for the synthesis of bicyclic compounds containing a cycloheptatriene ring from linear alkenynes (see scheme; cod=1,5-cyclooctadiene) is proposed to proceed through 1,2-acyloxy migration, 6 π electrocyclization, migratory insertion, and reductive elimination. The overall process can be viewed as a novel intramolecular [5+2] cycloaddition with concomitant 1,2-acyloxy migration.
authors: The School of Pharmacy, University of Wisconsin, Madison, 53705-2222, USA.
authors: Xing-zhong
authors: XZ
authors: Shu
authors: Suyu
authors: S
authors: Huang
authors: Dongxu
authors: D
authors: Shu
authors: Ilia A
authors: IA
authors: Guzei
authors: Weiping
authors: W
authors: Tang
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D052176:Azulenes / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D053280:Diynes / Q000737:chemistry*; D007536:Isomerism; D012238:Rhodium / Q000737:chemistry*
chemical_list: D000480:Alkynes; D052176:Azulenes; D053280:Diynes; D012238:Rhodium