Organocatalysis with proline derivatives: improved catalysts for the asymmetric Mannich, nitro-Michael and aldol reactions.
Tetrazole and acylsulfonamide organocatalysts derived from proline have been synthesised and applied to the asymmetric Mannich, nitro-Michael and aldol reactions to give results that are superior to the proline-catalysed counterpart.
Cobb
Alexander J A
AJ
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK CB2 1EW.
Shaw
David M
DM
Longbottom
Deborah A
DA
Gold
Johan B
JB
Ley
Steven V
SV
D002384:Catalysis; D018360:Crystallography, X-Ray; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009574:Nitro Compounds / Q000138:chemical synthesis / Q000737:chemistry; D011392:Proline / Q000031:analogs & derivatives* / Q000737:chemistry*; D013237:Stereoisomerism; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry; D013777:Tetrazoles / Q000138:chemical synthesis* / Q000737:chemistry
D007659:Ketones; D009574:Nitro Compounds; D013449:Sulfonamides; D013777:Tetrazoles; C045574:1H-tetrazole; D011392:Proline