Abstract
Recent studies dealing with asymmetric thia-Diels-Alder reactions of dithioesters as heterodienophiles are described. A diastereoselective version involving new chiral dithioesters and the first example of a catalytic enantioselective version are described. The absolute stereochemistry of the cycloadducts was assigned based on an X-ray structure and chemical correlation. In order to rationalize the sense of the chiral induction observed experimentally, stereochemical models for Cu(II)/BOX/dithioester complexes are proposed.
GRAPHICAL ABSTRACT
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Acknowledgments
We acknowledge for the financial support the Ministère de la Recherche (grant to H.D.), the Centre de Recherche Universitaire Normand de Chimie Organique (CRUNCH), the Région Basse-Normandie, the CNRS, and the EU (FEDER funding). We thank Pr. A.-C. Gaumont (the leader of our research group) and Dr. I. Chataigner (Rouen), for helpful discussions.