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  • Title: Synthesis of diazatricyclic common structure of madangamine alkaloids.
    Author: Yanagita Y, Suto T, Matsuo N, Kurosu Y, Sato T, Chida N.
    Journal: Org Lett; 2015 Apr 17; 17(8):1946-9. PubMed ID: 25815528.
    Abstract:
    A general synthetic route toward a diazatricyclic core common to the madangamine family is described. Ring-closing metathesis and palladium-catalyzed cycloisomerization provided the cis-fused diazadecalin structure, accompanied by formation of the N-Boc-enamine, which was utilized as an N-acyliminium ion equivalent. Direct cyclization from the N-Boc-enamine was achieved through the in situ formation of an N,O-acetal.
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