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An efficient synthesis of cyclic urethanes from Boc-protected amino acids through a metal triflate-catalyzed intramolecular diazocarbonyl insertion reaction |
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| Authors: | Jae-Chul Jung |
| Institution: | a Department of Medicinal Chemistry, School of Pharmacy, University of Mississippi, PO Box 1848, University, MS 38677-1848, USA b Department of Chemistry, University of Mississippi, PO Box 1848, University, MS 38677-1848, USA c National Center for Natural Products Research, University of Mississippi, PO Box 1848, University, MS 38677-1848, USA |
| Abstract: | A simple and efficient synthesis of cyclic urethanes and related oxazinanones 1a-l from diazoketones 3a-l is described. The transformation involves generation of carbenes by activation of diazo groups using metal triflates in intramolecular diazocarbonyl insertion reactions in high overall yields. |
| Keywords: | Cyclic urethanes 1 3-Oxazinane-2 5-diones Diazoketones Indium triflate |
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