Author(s):
Melo, Teresa M. V. D. Pinho e
; Gomes, Clara S. B.
; Gonsalves, António M. d'A. Rocha
; Paixão, José A.
; Beja, Ana M.
; Silva, Manuela Ramos
; Veiga, Luiz Alte da
Date: 2002
Persistent ID: http://hdl.handle.net/10316/5185
Origin: Estudo Geral - Universidade de Coimbra
Subject(s): dipolar cycloaddition; münchnones; 1H,3H-pyrrolo[1,2-c]thiazoles
Description
Intermolecular 1,3-dipolar cycloaddition of (5R)- and (5S)-3,5-diphenyl-5H,7H-thiazolo[3,4-c]oxazol-4-ium-1-olates, (5R)- and (5S)-3-(p-methoxyphenyl)-5-phenyl-5H,7H-thiazolo-[3,4-c]oxazol-4-ium-1-olates with a range of dipolarophiles is described. New chiral 5-aryl-3-phenyl-1H,3H-pyrrolo[1,2-c]thiazoles with R and S configuration were obtained. The structure of methyl (3R)-3-phenyl-5-(p-methoxyphenyl)-1H,3H-pyrrolo[1,2-c]thiazole-6-carboxylate was determined by X-ray crystallography. The synthesis of 7,7a-dihydro-1H,3H-pyrrolo[1,2-c]thiazole-6,7-dicarboxylates was also achieved. http://www.sciencedirect.com/science/article/B6THR-45TJTNH-4/1/51920ff46ddfc9dacd686de4d95b0dae