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  • Title: Total synthesis of 13-demethyllyngbyaloside B.
    Author: Fuwa H, Yamagata N, Saito A, Sasaki M.
    Journal: Org Lett; 2013 Apr 05; 15(7):1630-3. PubMed ID: 23472842.
    Abstract:
    Total synthesis of 13-demethyllyngbyaloside B, an unnatural analogue of a marine macrolide glycoside lyngbyaloside B, has been achieved. The 14-membered macrocyclic backbone was constructed in a convergent manner via esterification and ring-closing metathesis. The bromodiene side chain was introduced by means of a Stille-type reaction and a subsequent bromodesilylation. Finally, the rhamnopyranose unit was stereoselectively introduced by glycosylation under Schmidt conditions.
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