89448-33-9Relevant academic research and scientific papers
Regioselectivity in Ring-Expansion of 1-Substituted Bicyclohexan-2-ones: Preferential Migration of Methylene Over Bridgehead Carbon
Della, Ernest W.,Pigou, Paul E.
, p. 2261 - 2268 (2007/10/02)
Ring expansion of several 1-substituted bicyclohexan-2-ones has been investigated in order to compare the effect od substitution on the migratory aptitude of the bridgehead carbon in relation to the methylene carbon.In the cases examined it was observed that there is a marked preference for migration of the methylene carbon, with the substituted substrates displaying higher regioselectivity that the parent ketone.In the rearrangement of both 1-fluoro- and 1-chloro-bicyclohexan-2-one, migration of the methylene carbon occurs exclusively.
