Novel Polycarbonate Copolymer as Organocatalyst for Aldol and Michael Reaction

Abstract

A new polymeric organocatalyst is prepared by free radical copolymerization of allyl diglycol carbonate (ADC) and Boc-protected allyl prolinate and evaluated as a chiral catalyst for aldol and Michael reaction.

GRAPHICAL ABSTRACT

Keywords:

• Aldol reaction
• asymmetric catalysis
• copolymerization
• Michael addition
• organocatalysis

ACKNOWLEDGMENTS

We thank the Department of Science and Technology (New Delhi) and AERB (Mumbai) for the financial support. M. M. is thankful to the Council of Scientific and Industrial Research for the award of the Senior Research Fellowship and S. B. is thankful to University Grants Commission for a Senior Research Fellowship.

Notes

^a Isolated yield.

^b The ee values were determined by HPLC, using Chiralpak IC column.

^c With 10 mol% of benzoic acid as additive.

^a Isolated yield.

^b Ee values were obtained by using optical rotation values.

^a Isolated yield.

^b The ee values were determined by HPLC, using Chiralpak IC column.

^a Isolated yield.

^b The ee values were determined by HPLC, using Chiralpak AD and IC columns.

^c 10 mol% o-nitrophenol as an additive.