Cation-Cyclization Selectivity: Variable Structures of Protonated Cyclopropanes and Selectivity Control by Catalytic Antibodies


  • We are grateful to the National Science Foundation and the National Institutes of Health (postdoctoral fellowship for J. K. L. 1F32GM17460-011) for financial support of this work. We also thank the San Diego Supercomputer Center and the National Center for Supercomputing Applications for computational facilities.


A nonclassical, protonated cyclopropane is the intermediate formed in an antibodycatalyzed cyclization reaction. The selectivity in favor of the cyclopropane product is increased upon binding of the catalytic antibody, which amplifies the inherent preference for one reaction pathway.