Surface-enhanced stereoselectivity in Mukaiyama aldol reactions catalyzed by clay-supported bis(oxazoline)-copper complexes.
Surface effects on a laponite-exchanged bis(oxazoline)-copper complex modify the stereochemical course of the Mukaiyama aldol reaction between 2-(trimethylsilyloxy)furan and alpha-ketoesters, leading up to 90% ee (dr 86 : 14) becoming the best overall result obtained for this reaction and significantly improving the homogeneous process.
Fabra
María J
MJ
Departamento de Química Inorgánica, Instituto de Ciencia de Materiales de Aragón and Instituto Universitario de Catálisis Homogénea, Universidad de Zaragoza-C.S.I.C., Zaragoza, Spain.
Fraile
José M
JM
Herrerías
Clara I
CI
Lahoz
Fernando J
FJ
Mayoral
José A
JA
Pérez
Ignacio
I
D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D000538:Aluminum Silicates / Q000737:chemistry*; D002384:Catalysis; D000077215:Clay; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D007659:Ketones / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010080:Oxazoles / Q000737:chemistry*; D017640:Silicates / Q000737:chemistry*; D013237:Stereoisomerism; D013499:Surface Properties
D000438:Alcohols; D000538:Aluminum Silicates; D007659:Ketones; D009942:Organometallic Compounds; D010080:Oxazoles; D017640:Silicates; D003300:Copper; C524813:laponite; D000077215:Clay