Oxidative rearrangement of 2-furylcarbamates with dimethyldioxirane: a high-yielding preparation of 5-hydroxypyrrol-2(5H)-ones
A mild, general and efficient method for the oxidative rearrangement of 2-furylcarbamates to N-Boc-5-hydroxypyrrol-2(5H)-ones is reported. The feasibility of removing the Boc group from the products was demonstrated by the synthesis of two hitherto unknown 5-aryl-5-hydroxypyrrol-2(5H)-ones.
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| Veröffentlicht in: | Tetrahedron letters 2011-09, Vol.52 (39), p.5047-5050 |
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| creator | Boukouvalas, John Loach, Richard P. Ouellet, Etienne |
| description | A mild, general and efficient method for the oxidative rearrangement of 2-furylcarbamates to N-Boc-5-hydroxypyrrol-2(5H)-ones is reported. The feasibility of removing the Boc group from the products was demonstrated by the synthesis of two hitherto unknown 5-aryl-5-hydroxypyrrol-2(5H)-ones. |
| doi_str_mv | 10.1016/j.tetlet.2011.07.084 |
| format | Article |
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| ispartof | Tetrahedron letters, 2011-09, Vol.52 (39), p.5047-5050 |
| issn | 0040-4039 1873-3581 |
| language | eng |
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| source | Elsevier ScienceDirect Journals |
| subjects | Chemistry Curtius rearrangement Exact sciences and technology Feasibility Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Heterocyclic compounds with only one n hetero atom and condensed derivatives Lactam Magnesium perchlorate Organic chemistry Oxidation Preparations and properties Shioiri–Yamada reagent Synthesis (chemistry) Tetrahedrons |
| title | Oxidative rearrangement of 2-furylcarbamates with dimethyldioxirane: a high-yielding preparation of 5-hydroxypyrrol-2(5H)-ones |
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