An Antibody-Catalyzed [2,3]-Elimination Reaction

摘要

Although-there are no obvious limitations to the types of chemical transformations that can be catalyzed by enzymes, only a few examples are known of what are formally enzyme-catalyzed, pericyclic reactions. Consequently, there has been considerable interest in generating antibodies that catalyze this class of reactions, both to increase the scope of biological catalysis as well as to gain insight into the mechanisms by which such catalytic functions might evolve. We now report an example of an antibody-catalyzed [2,3]-sigmatropic reaction, the Cope elimination of N-oxide 1 to dimethylhydroxyamine and 4-methoxystyrene 2 (Scheme 1).