A new class of C1-symmetric monosulfoximine ligands for enantioselective hetero Diels-Alder reactions.

Quinoline-based C1-symmetric sulfoximines have been used as chiral ligands in copper-catalyzed asymmetric hetero Diels-Alder reactions leading to cycloadducts with up to 96% ee.

C2-symmetric bissulfoximines as ligands in copper-catalyzed enantioselective Diels-Alder reactions.

[reaction: see text] Bissulfoximines have been used as chiral ligands in copper-catalyzed enantioselective Diels-Alder reactions between acryloyl-2-oxazolidinones and cyclopentadiene. After optimizing the ligand structure, the metal source, the counterions, and the solvent, products with up to 93% ee have been obtained.