Sustainable synthesis of zwitterionic galactaric acid monoamides as monomers of hydroxylated polyamides. Issue 5 (13th June 2022)

• Record Type: Journal Article
• Authors: Righetti, Grazia Isa. C.; Truscello, Ada; Li, Jiemeng; Sebastiano, Roberto; Citterio, Attilio; Gambarotti, Cristian
• Is Part Of: Journal of carbohydrate chemistry. Volume 41:Issue 5(2022)
• Page Start: 314
• Page End: 328
• Publication Date: 2022-06-13
• Subjects: Biomass -- galactaric acid -- galactaric acid monoamide -- galactarolactone -- mucic acid -- polyhydroxyamides; Carbohydrates -- Periodicals; 547.78
• DOI: 10.1080/07328303.2022.2105861
• Languages: English
• ISSNs: 0732-8303

Abstract

Abstract: A new and sustainable preparation of zwitterionic monoamides of galactaric acid is reported. The protocol consists of an efficient conversion of aldaric acid into the corresponding lactone and its further reaction in the presence of diamines, leading to the formation of the corresponding zwitterionic monoamides in high yields and selectivity. The zwitterions have been used as monomers to obtain the corresponding polyhydroxyamides. The overall protocol has shown a high atom economy, and all the carbon atoms present in the reagents are preserved.