A catalytic highly enantioselective direct synthesis of 2-bromo-2-nitroalkan-1-ols through a Henry reaction.
Highly enantiomerically enriched 2-bromo-2-nitroalkan-1-ols are prepared by direct condensation of aliphatic and aromatic aldehydes with bromonitromethane in the presence of a catalytic amount of copper(ii) acetate and a C(1)-symmetric camphor-derived amino pyridine ligand.
Blay
Gonzalo
G
Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr Moliner 50, Burjassot (València), E-46100, Spain. gonzalo.blay@uv.es
Hernández-Olmos
Victor
V
Pedro
José R
JR
D000085:Acetates / Q000737:chemistry*; D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D004980:Ethane / Q000031:analogs & derivatives / Q000737:chemistry; D008024:Ligands; D008968:Molecular Conformation; D009574:Nitro Compounds / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry; D013237:Stereoisomerism
D000085:Acetates; D000438:Alcohols; D000447:Aldehydes; D008024:Ligands; D009574:Nitro Compounds; D011725:Pyridines; D003300:Copper; C533588:bromonitromethane; D004980:Ethane