Chiral Dawson-Type Hybrid Polyoxometalate Catalyzes Enantioselective Diels-Alder Reactions

Wen-Jing Xuan (1) , Candice Botuha (1) , Bernold Hasenknopf (1) , Serge Thorimbert (1)

1 IPCM - Institut Parisien de Chimie Moléculaire

Can achiral organocatalysts linked to chiral polyanionic metal-oxide clusters provide good selectivity in enantioselective CC bond formations? We herein answer this question by disclosing a new active hybrid polyoxometalate-based catalyst for asymmetric Diels-Alder reaction. Chirality transfer from the chiral anionic polyoxometalate to the covalently linked achiral imidazolidinone allows us to obtain Diels-Alder cycloaddition products with good yields and high enantioselectivities using cyclopentadiene and acrylaldehydes as partners.

Domaines: Chimie organique; Catalyse

Wen-Jing Xuan, Candice Botuha, Bernold Hasenknopf, Serge Thorimbert. Chiral Dawson-Type Hybrid Polyoxometalate Catalyzes Enantioselective Diels-Alder Reactions. Chemistry - A European Journal, 2015, 21 (46), pp.16512-16516. ⟨10.1002/chem.201502839⟩. ⟨hal-01528793⟩