One-pot Procedure to Prepare 2-Pyridil-2-oxazolines

One-pot Procedure to Prepare 2-Pyridil-2-oxazolines

Wendler, Edison P.; Carmona*, Rafaela C.; Santos, Alcindo A. Dos

Abstract:

Economical and efficient synthetic design of optically active chiral ligands for highly enantioselective transformations continue to be one of the most challenging tasks in asymmetric synthesis. The 2-oxazoline ring can be found in biologically active natural products and pharmaceuticals. In addition their chiral derivatives are widely used as ligands or chiral pools in asymmetric synthesis. There are a myriad of reactions and transformations stereoselectivilly-assisted by chiral oxazolines as for instance lactone synthesis, cyclopropanation, aziridination, Diels-Alder cycloaddition, allylic substitution, among others. In face of its large application, the development of practical, economically attractive as well as environmental benign methods to prepare 2- oxazolines is constantly desirable. In this work we describe a one-pot procedure to prepare 2-pyridil-2-oxazolines by reacting 2-cyanopyridine with chiral amino alcohols catalyzed by zinc acetate under pressure.

Economical and efficient synthetic design of optically active chiral ligands for highly enantioselective transformations continue to be one of the most challenging tasks in asymmetric synthesis. The 2-oxazoline ring can be found in biologically active natural products and pharmaceuticals. In addition their chiral derivatives are widely used as ligands or chiral pools in asymmetric synthesis. There are a myriad of reactions and transformations stereoselectivilly-assisted by chiral oxazolines as for instance lactone synthesis, cyclopropanation, aziridination, Diels-Alder cycloaddition, allylic substitution, among others. In face of its large application, the development of practical, economically attractive as well as environmental benign methods to prepare 2- oxazolines is constantly desirable. In this work we describe a one-pot procedure to prepare 2-pyridil-2-oxazolines by reacting 2-cyanopyridine with chiral amino alcohols catalyzed by zinc acetate under pressure.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0205-2

Referências bibliográficas

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Como citar:

Wendler, Edison P.; Carmona*, Rafaela C.; Santos, Alcindo A. Dos; "One-pot Procedure to Prepare 2-Pyridil-2-oxazolines", p-205-205. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0205-2