Polyamides chiral

SYNTHESIS OF CHIRAL POLYAMIDES FROM CARBOHYDRATE-DERIVED MONOMERS... 

In addition to chemical hydrolysis, hydrolysis by enzymes can operate as an alternative degradation process. It has become widely accepted that biodegradable synthetic polymers tend to be designed to mimic those structures prevailing in nature, since enzymes produced by microbial populations may not discriminate between polymers of similar structure.11 Synthetic nonpolypeptidic, chiral polyamides could mimic natural peptides or proteins, resulting in biodegradable products useful in biomedicine. 

We thank the University ot Buenos Aires (Project 017FW70), the Agency for the Promotion of Science and Technology of Rcpubiica Argentina (ANPCYT-PICT 01698). and the National Research Council (CONTCF.T) for financial support of the project on synthesis of chiral polyamides. O.V. is a Research Member of CONICET. 

Polyamides derived from D-glucose and D-glucosamine by interfacial and solution polycondensations of the sugar diamino derivatives with aromatic and aliphatic acyl chlorides have also been described [107]. The presence of an anomeric benzyl group did not decrease the reactivity of the 2-amino function. Similar chiral polyamides were synthesized from the 1,7-diamino derivative, which was prepared from D-glucal. 

Varela O., Orgueira H.A., Synthesis of chiral polyamides from carbohydrate-derived monomers, Adv. Carbohyd. Chem. Biochem.,SS, 1999, 137-174. 

Orgueira H.A., Bueno M., Runes J.L., Varela O., Galbis J.A., Synthesis and characterization of chiral polyamides derived from glycine and (S)-5-amino-4-methoxypentanoic acid, J. Polym. Sci Part A Polym. Chem., 36, 1998, 2741-2748. 

Strecker reactions of ethyl cyanoformate with cyclic (Z)-aldimines (indoles and thi-azines) catalysed by chinchona alkaloid derivatives,and with various aromatic and aliphatic A(-benzhydrylimines catalysed by a chiral polyamide (12), " proceed with excellent ee values. 

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