443683-38-3Relevant articles and documents
Synthesis of chiral pyrrolo[1,2-c]thiazoles via intramolecular dipolar cycloaddition of muenchnones: An interesting rearrangement to pyrrolo[1,2-c]thiazines
Pinho e Melo, Teresa M. V. D.,Soares, Maria I. L.,Rocha Gonsalves, Antonio M. d'A.,Paixao, Jose A.,Beja, Ana M.,Ramos Silva, Manuela,Alte da Veiga, Luiz,Costa Pessoa, Joao
, p. 4045 - 4054 (2002)
Intramolecular dipolar cycloaddition of bicyclic muenchnones, 5H,7H-thiazolo[3,4-c]oxazol-4-ium-1-olates, derived from cyclodehydration of 2-substituted-N-acylthiazolidine-4-carboxylic acids are reported. A range of new pyrrolo [1,2-c] thiazole derivatives (7, 14, 15, 20, 23, and 26) were obtained as single enantiomers from 2-phenylthiazolidines, 2-benzoylthiazolidines, and 2-methylthiazolidine-4-carboxylates. Pyrrolo[1,2-c][1,4]thiazine derivative 27 was also obtained from pyrrolo[1,2-c]thiazole derivative 26. The structures of methyl (2R,4R)-2-(p-methoxybenzoyl)thiazolidine-4-carboxylate (17a), methyl (2R,4R)-2-(p-methoxybenzoyl)-N-(prop-2- ynyloxyacetyl)thiazolidine-4-carboxylate (18), and 3-oxo-4-phenyl-3,4,6,8-tetrahydro-1H-furo [3′,4′:2,3]pyrrolo[1,2-c][1,4]thiazine (27) were determined by X-ray crystallography. Chirooptical studies of the pyrrolo[1,2-c]thiazoles were done by confirming the absolute configuration at the chiral center C-3.
