Issue 10, 2014

First example of quinine-squaramide catalyzed enantioselective addition of diphenyl phosphite to ketimines derived from isatins

Abstract

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).

Graphical abstract: First example of quinine-squaramide catalyzed enantioselective addition of diphenyl phosphite to ketimines derived from isatins

Supplementary files

Article information

Article type
Paper
Submitted
10 Oct 2013
Accepted
03 Dec 2013
First published
03 Dec 2013

Org. Biomol. Chem., 2014,12, 1595-1602

First example of quinine-squaramide catalyzed enantioselective addition of diphenyl phosphite to ketimines derived from isatins

J. George, B. Sridhar and B. V. S. Reddy, Org. Biomol. Chem., 2014, 12, 1595 DOI: 10.1039/C3OB42026D

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