Synthesis of all-carbon, quaternary center-containing cyclohexenones through an organocatalyzed, multicomponent coupling.
Organocatalyzed multicomponent coupling using a new ester-containing, proline aryl sulfonamide has been developed for accessing densely functionalized cyclohexenones, each containing a quaternary center in high enantio- and diastereoselectivity. In contrast to most enamine/iminium-catalyzed reactions, the use of molecular sieves was critical to optimum enantioselectivity.
Yang
Hua
H
Department of Chemistry, Oregon State University, Corvallis, Oregon 97331, USA.
Carter
Rich G
RG
D002384:Catalysis; D003512:Cyclohexanones / Q000138:chemical synthesis* / Q000737:chemistry; D004952:Esters / Q000737:chemistry*; D015394:Molecular Structure; D011392:Proline / Q000737:chemistry*; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry*
D003512:Cyclohexanones; D004952:Esters; D013449:Sulfonamides; D011392:Proline