The acetolysis of a tosylate with a novel tricyclic skeleton was examined. Two major products (a tosylate and an acetate) are formed and both are the result of a skeletal rearrangement. A mechanism to account for the observed products is proposed and preliminary kinetic data are reported. (C) 2000 Elsevier Science Ltd.
Bibliographical noteFunding Information:
Support from the National Science Foundation, the donors of the Petroleum Research Foundation, as administered by the American Chemical Society, the Minnesota Supercomputer Institute, and the University of Minnesota–IBM Shared Research Project are gratefully acknowledged.
Copyright 2004 Elsevier Science B.V., Amsterdam. All rights reserved.
- Tricyclo[188.8.131.52]oct-4-enyl skeleton