On the research of the enantioselective Heck - Matsuda Reaction: its application to the substrate cyclohex-4-ene-1,2-diol

Abstract

Considering the development of efficient methods for the synthesis of enantiomerically enriched substances, with this work we wish to investigate the enantioselective Heck-Matsuda reaction involving endocyclic olefins. Namely, following breakthrough results achieved by Professor Correia's group in this research field, it becomes necessary to expand the reaction scope, as well as its understanding. Thus, taking into account the previous reaction application with cyclopentenes, specially the desymmetrization of 3-cyclopentenol, in which two possible products were obtained, we now aim to investigate the desymmetrization of cyclohex-4-ene-1,2-diol, by means of the enantioselective Heck-Matsuda reaction. Indeed, this substrate allows us to infer on the methodology's behavior according to the substrate's characteristics, especially the size of its ring, and on the presence of one or more coordinating groups, in this case hydroxide groups.