Please use this identifier to cite or link to this item:
https://hdl.handle.net/10316/10281
DC Field | Value | Language |
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dc.contributor.author | Melo, Teresa M. V. D. Pinho e | - |
dc.contributor.author | Soares, Maria I. L. | - |
dc.contributor.author | Gonsalves, António M. d'A. Rocha | - |
dc.contributor.author | Paixão, José A. | - |
dc.contributor.author | Beja, Ana M. | - |
dc.contributor.author | Silva, Manuela Ramos | - |
dc.contributor.author | Veiga, Luiz Alte da | - |
dc.contributor.author | Pessoa, João Costa | - |
dc.date.accessioned | 2009-06-23T13:57:00Z | - |
dc.date.available | 2009-06-23T13:57:00Z | - |
dc.date.issued | 2002-06-14 | - |
dc.identifier.citation | The Journal of Organic Chemistry. 67:12 (2002) 4045-4054 | en_US |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | https://hdl.handle.net/10316/10281 | - |
dc.description.abstract | Intramolecular dipolar cycloaddition of bicyclic münchnones, 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. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | American Chemical Society | en_US |
dc.rights | openAccess | eng |
dc.title | Synthesis of Chiral Pyrrolo[1,2-c]thiazoles via Intramolecular Dipolar Cycloaddition of Münchnones: An Interesting Rearrangement to Pyrrolo[1,2-c]thiazines | en_US |
dc.type | article | en_US |
dc.identifier.doi | 10.1021/jo010807p | - |
uc.controloAutoridade | Sim | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.openairetype | article | - |
item.cerifentitytype | Publications | - |
item.grantfulltext | open | - |
item.fulltext | Com Texto completo | - |
item.languageiso639-1 | en | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CFisUC – Center for Physics of the University of Coimbra | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.orcid | 0000-0003-3256-4954 | - |
crisitem.author.orcid | 0000-0001-8860-0470 | - |
crisitem.author.orcid | 0000-0001-9987-7301 | - |
crisitem.author.orcid | 0000-0003-4634-7395 | - |
crisitem.author.orcid | 0000-0003-1449-5123 | - |
crisitem.author.orcid | 0000-0001-9555-8856 | - |
Appears in Collections: | FCTUC Física - Artigos em Revistas Internacionais FCTUC Química - Artigos em Revistas Internacionais |
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File | Description | Size | Format | |
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Synthesis of Chiral Pyrrolo[1,2-c]thiazoles.pdf | 138.61 kB | Adobe PDF | View/Open |
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