Journal
TETRAHEDRON LETTERS
Volume 60, Issue 10, Pages 743-745Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2019.02.006
Keywords
Melearoride A; Total synthesis; Macrolides; Asymmetric alkylation
Categories
Funding
- Warren Family and Foundation
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This communication details the first total synthesis of the 13-membered macrolide, (-)-Melearoride A, as well as unnatural (+)-Melearoride A. The synthesis features a concise 13 step synthesis (11 steps longest linear sequence) that offers flexible stereo-control and multiple opportunities for unnatural analog synthesis to delve into antifungal SAR. The route features a cuprate addition, an Evans asymmetric alkylation, and a ring-closing metathesis (RCM) to close the 13-membered macrocyclic core. (C) 2019 Elsevier Ltd. All rights reserved.
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