0000000000496708
AUTHOR
Sheyang Xu
Protonation and rearrangement of the tricyclo[4.2.2.22,5]dodeca-3,7,9,11-tetraene scaffold
The biplanemers 2a,b contain enol ether substructures, which permit facile protonations of the π electron system. The subsequent ether cleavage is characterized by rearrangements of the polycyclic scaffold of the carbenium ions or the electroneutral primary products. Apart from the expected products 3a and 5a, a series of unexpected ketones and diketones (4a′, 9b, 10b, 11b, and 12b) were obtained.
CCDC 290378: Experimental Crystal Structure Determination
Related Article: Derong Cao, Sheyang Xu, Chunmei Gao, H.Meier|2006|Tetrahedron Lett.|47|2759|doi:10.1016/j.tetlet.2006.02.074