Efficient construction of polycyclic derivatives via a highly selective CuI-catalyzed domino reductive-aldol cyclization.
A versatile methodology for the diastereo- and enantioselective domino reductive-aldol cyclizations is reported. By using a copper (I)/diphosphane ligand, various five- and six-membered rings were generated with good to excellent diastereo- and enantioselectivities (cis:trans up to 100:0 and ee up to 95%).
Deschamp
Julia
J
Unité de Chimie Organique et Médicinale, Université Catholique de Louvain, Place Louis Pasteur, 1 1348 Louvain-la-Neuve, Belgium.
Riant
Olivier
O
D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D007454:Iodides / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010720:Phosphines / Q000737:chemistry; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000447:Aldehydes; D007454:Iodides; D010720:Phosphines; D011083:Polycyclic Compounds; D003300:Copper; C073870:cuprous iodide; C116609:3-hydroxybutanal