First example of quinine-squaramide catalyzed enantioselective addition of diphenyl phosphite to ketimines derived from isatins.
A highly enantioselective addition of diphenyl phosphite to ketimines derived from isatins has been achieved using a bifunctional organocatalyst, quinine-derived squaramide catalyst. This method works efficiently with several ketimines to produce the corresponding 3-amino-2-oxoindolin-3-yl-phosphonates in excellent yields with high enantioselectivity (up to 98% ee).
Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad, India. basireddy@iict.res.in.
Jimil
J
George
B
B
Sridhar
B V Subba
BV
Reddy
D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D007510:Isatin / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D063065:Organophosphonates / Q000737:chemistry*; D011803:Quinine / Q000737:chemistry*; D013237:Stereoisomerism
D000577:Amides; D007097:Imines; D009570:Nitriles; D063065:Organophosphonates; C542835:ketimine; C507805:diphenyl phosphite; D007510:Isatin; D011803:Quinine