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Progress Towards the Total Synthesis of Trichodermamides A and B:  Construction of the Oxazine Ring Moiety

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journal contribution
posted on 15.03.2007, 00:00 by Xiaobo Wan, Gabriel Doridot, Madeleine M. Joullié
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.