Progress towards the total synthesis of trichodermamides A and B: construction of the oxazine ring moiety |
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Authors: | Wan Xiaobo Doridot Gabriel Joullié Madeleine M |
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Affiliation: | Chemistry Department, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104, USA. |
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Abstract: | Trichodermamides are modified heterocyclic dipeptides that possess a unique 4H-5,6-dihydro-1,2-oxazine ring. Starting from affordable, easily available (-)-quinic acid, the enantioselective synthesis of this oxazine moiety was achieved by an intramolecular epoxide ring-opening reaction by an oxime. [structure: see text] |
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