Catalysts of Diels-Alder reactions, methods and catalysts therefor

摘要

Molecules that catalyze the reaction of a cyclic conjugated diene having a fugitive leaving group in a five- or six-membered ring containing the conjugated double bonds and a dienophile that contains a reactive multiple bond to form a reaction product that contains a five- or six-membered ring and at least two endocyclic double bonds from a Diels-Alder [4+2] cycloaddition/fragmentation reaction that is followed by a reverse Diels-Alder reaction are disclosed. The catalyst molecules contain an antibody combining site that immunoreacts with an antigen whose structure (i) includes a [2.2.1] or [2.2.2] bicyclic ring system that is absent from the reaction product and (ii) contains at least one endocyclic double bond fewer than the number of endocyclic double bonds present in the reaction product. Methods of preparing and using the catalyst molecules are also disclosed.