Setembro 2013 vol. 1 num. 1 - Brazilian Meeting on Organic Synthesis 2011
Abstract - Open Access.
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.
Abstract:
Palavras-chave: 2-pyridil-2-oxazolines, chiral ligands, one-pot procedure,
Palavras-chave: ,
DOI: 10.5151/chempro-14bmos-R0205-2
Referências bibliográficas
- [1] 1 Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Comprehensive Asymmetric Catalysis. Eds; Springer-Verlag: Berlin, 1999.
- [2] 2 Ghosh, A. K.; Mathivanan, P.; Cappiello. Tetrahedron Asymm., 1998, 9, 1-45.
- [3] 3 De Oliveira, A. R. M.; Simonelli, F.; Marques F. A.; Clososki, G. C.; Oliveira, M. A. F. C. Química Nova 1999, 22, 854-862.
- [4] 4 Kempe, K. et al. J. Comb. Chem. 2009, 11, 274-280.
- [5] 5 Mckennon, M. J.; Meyers, A. I. J. Org. Chem. 1993, 58, 3568- 3571.
- [6] 6 Wilkinson, H. S. et al. Org. Lett., 2001, 3, 553-55
Como citar:
Wendler, Edison P.; Carmona*, Rafaela C.; Santos, Alcindo A. Dos; "One-pot Procedure to Prepare 2-Pyridil-2-oxazolines", p. 205 . In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013.
São Paulo: Blucher,
2013.
ISSN 2318-4043,
DOI 10.5151/chempro-14bmos-R0205-2
últimos 30 dias | último ano | desde a publicação
downloads
visualizações
indexações