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http://hdl.handle.net/10773/20649| Title: | A One-Pot Diastereoselective Synthesis of 2-[Aryl(hydroxy)methyl]-6-methyl-2H-furo[3,2-c]pyran-3,4-diones: Crystallographic Evidence for the Furanone Ring Closure |
| Author: | Abdi, Yamina Boutemeur-Kheddis, Baya Hamdi, Maamar Talhi, Oualid Almeida Paz, Filipe A. Kirsch, Gilbert Silva, Artur M. S. |
| Keywords: | Stereoselective-synthesis Multicomponent approach Derivatives synthesis Biological-activity Dehydroacetic acid Penicillium-SP Amines Cyclization Flavanones Flavonoids |
| Issue Date: | 2015 |
| Publisher: | Thieme Gruppe |
| Abstract: | Novel furopyran-3,4-dione-fused heterocycles have been obtained by a one-pot reaction of -brominated dehydroacetic acid and benzaldehydes under organobase conditions. The prepared 2-[aryl(hydroxy)methyl]-6-methyl-2H-furo[3,2-c]pyran-3,4-diones were fully characterized by 2D NMR spectroscopy and supported by single-crystal X-ray analysis to unequivocally prove the furan-3-one five-membered ring-closure mechanism instead of the dihydroflavanon-3-ol six-membered cyclization which has recently been proposed in the literature. |
| Peer review: | yes |
| URI: | http://hdl.handle.net/10773/20649 |
| DOI: | 10.1055/s-0034-1380214 |
| ISSN: | 0936-5214 |
| Appears in Collections: | CICECO - Artigos DQ - Artigos QOPNA - Artigos |
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