Highly enantioselective titanium-catalyzed cyanation of imines at room temperature.
A highly active and enantioselective titanium-catalyzed cyanation of imines at room temperature is described. The catalyst used is a partially hydrolyzed titanium alkoxide (PHTA) precatalyst together with a readily available N-salicyl-beta-aminoalcohol ligand. Up to 98% ee was obtained with quantitative yields in 15 min of reaction time using 5 mol % of the catalyst. Various N-protecting groups such as benzyl, benzhydryl, Boc, and PMP are tolerated.
Seayad
Abdul Majeed
AM
Institute of Chemical and Engineering Sciences, 1 Pesek Road, Singapore 627833. abdul_seayad@ices.a-star.edu.sg
Ramalingam
Balamurugan
B
Yoshinaga
Kazuhiko
K
Nagata
Takushi
T
Chai
Christina L L
CL
D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000138:chemical synthesis* / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013696:Temperature; D014025:Titanium / Q000737:chemistry*
D007097:Imines; D009570:Nitriles; D009942:Organometallic Compounds; D014025:Titanium