BINOLAM, a recoverable chiral ligand for bifunctional enantioselective catalysis: the asymmetric synthesis of cyanohydrins.
[reaction: see text] A new bifunctional catalytic system based on a monometallic aluminum complex is used for the efficient enantioselective cyanation of aldehydes. The ligand (S)- or (R)-2,2'-bis(diethylaminomethyl)-substituted binaphthol (BINOLAM) used is recovered for recycling. This methodology is used for the synthesis of a precursor of epothilone A.
Casas
Jesús
J
Departamento de Química Orgánica, Universidad de Alicante, Apartado 99, 03080-Alicante, Spain.
Nájera
Carmen
C
Sansano
José M
JM
Saá
José M
JM
D017607:Aluminum Compounds / Q000737:chemistry; D003247:Conservation of Natural Resources / Q000379:methods*; D004798:Enzymes / Q000737:chemistry; D007220:Industrial Waste / Q000517:prevention & control; D008024:Ligands; D018716:Molecular Mimicry; D009281:Naphthalenes / Q000737:chemistry*; D009570:Nitriles / Q000138:chemical synthesis*; D013237:Stereoisomerism
D017607:Aluminum Compounds; C406943:BINAP, 2-naphthol; D004798:Enzymes; D007220:Industrial Waste; D008024:Ligands; D009281:Naphthalenes; D009570:Nitriles; C430593:cyanohydrin