Asymmetric Diels-Alder reactions of a new enantiomerically pure sulfinylquinone: a straightforward access to functionalized Wieland-Miescher ketone analogues with (R) absolute configuration.
An efficient and highly stereocontrolled preparation, on a large scale, of two new Wieland-Miescher-type diketones is described. The approach centers on a diastereoselective Diels-Alder reaction using a new enantiomerically pure sulfinylquinone. Mechanistic investigations of this cycloaddition on several dienes are described.
Lanfranchi
Don Antoine
DA
Laboratoire de Stéréochimie associé au CNRS, ECPM, ULP, 25 rue Becquerel, 67087 Strasbourg, France.
Hanquet
Gilles
G