A theoretical analysis of the Ti(IV)-catalyzed glycoaminocyanation reaction.
The chelation of the Lewis acid Ti(OiPr)(4) provides the necessary conformational control to induce pi-facial selectivity on the cyanation process. The steric hindrance imposed by the alpha-substituent restrains the addition for l-amino acid derivatives.
Soriano
Elena
E
Laboratorio de Resonancia Magnética, Instituto de Investigaciones Biomédicas (CSIC), C/Arturo Duperier, Madrid, Spain. esoriano@iib.uam.es
Marco-Contelles
José
J
Ducatel
Hélène
H
Van Nhien
Albert Nguyen
AN
Postel
Denis
D
D002384:Catalysis; D002614:Chelating Agents / Q000737:chemistry; D003486:Cyanides / Q000737:chemistry; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D014025:Titanium / Q000737:chemistry*
D002614:Chelating Agents; D003486:Cyanides; D009942:Organometallic Compounds; C102815:titanium isopropoxide; D014025:Titanium