Toward the Construction of Enediyne Prodrug Systems Related to the Ring Expanded Artifact Produced Upon Isolation of Maduropeptin Chromophore
摘要:
As part of a modular approach to synthesize maduropeptin analogues of general formula 3, the diacetylene substituted dihydro-1,2-oxazine synthon 13 was constructed via a hetero Diels-Alder reaction between diene 10 and the nitrosodienophile 12. Reductive cleavage of the N-O bond in 13, and acylation of the derived amine 16 gave the stable amide 17. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.