Journal
TETRAHEDRON LETTERS
Volume 54, Issue 22, Pages 2806-2808Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.03.060
Keywords
Aerucyclamide; Macrocyclization; Oxa(thia)zole; Hexacyclopeptide
Categories
Funding
- ANII [FCE2720]
- CSIC Grupos (Universidad de la Republica)
- PEDECIBA
- ANII (Agencia Nacional de Investigacion e Innovacion)
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The first total synthesis of the antimalarial aerucyclamide B has been achieved in 9% overall yield. Two thiazoles and a dipeptide were used to prepare two open precursors of cyclo-Gly-L-allo-Thr-L-Ile-Thz-D-allo-Ile-Thz. Cyclodehydration with Deoxo-Fluor of the beta-hydroxyamide present in the macrocycle, rendered aerucyclamide B (67%) and an unexpected fluorous derivative (28%). (C)13 Elsevier Ltd. All rights reserved.
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