27843-27-2Relevant articles and documents
COMPETITIVE REARRANGEMENTS. I. NEOPENTYLIC VERSUS SKELETAL BICYCLOOCTANE -> BICYCLOOCTANE REARRANGEMENTS
Ionica, Ileana,Ghiviriga, Ion,Filip, Petru,Badea, Florin,Dinulescu, Ilie G.
, p. 1007 - 1016 (2007/10/03)
Generation of a carbenium ion common to two systems which are able to undergo either a skeletal bicyclooctane --> bicyclooctane rearrangement or a neopentylic rearrangement conducts only to the latter reaction. Thus, 8-carbomethoxy-7-t-butyl-dibenzobicyclooctatriene (15) reacts with strong acids or bromine, yielding neopentyl rearranged products 17, respectively 21. Reaction mechanisms are proposed.