Experimental study demonstrates endo-selective Diels-Alder cycloaddition via copper(II) catalysis, indicating the utility of novel chiral sulfoxide-oxazoline ligands in asymmetric induction.
New chiral sulfoxide-1,3-oxazoline ligands have been developed as chiral ligands for Lewis acid-catalyzed asymmetric Diels-Alder reactions. The use of chiral sulfinyl 1,3-oxazoline ligands in copper(II)-catalyzed asymmetric Diels-Alder reactions provided an endo cycloadduct as a major product with moderate enantioselectivity. A rationale is proposed for the mechanism of the asymmetric induction.
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Watanabe et al. (2002) studied this question.
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