Acid-catalyzed solvolysis: unusually rapid solvolysis of 3-fluoronortricyclene in CD3COOD 0.1M D2SO4

3-Fluoronortricyclene (1a) undergoes unusually facile solvolysis in CD 3 COOD – 0.1 M D 2 SO 4 at 67 °C and yields 3-acetoxynortri-cyclene-d 3 (1d) which ring-opens to a mixture of deuterated norbornyl diacetates. This result contrasts with the behaviour of 3-chloro- (1b) and 3-bromonortricyclene (1c) that undergo cleavage of the three-membered ring in CD 3 COOD – 0.1 M D 2 SO 4 . The estimated rate acceleration for solvolysis of alkyl …