First total synthesis of aerucyclamide B

被引：17

作者：

Pena, Stella ^{[1
]}

Scarone, Laura ^{[1
]}

Manta, Eduardo ^{[1
]}

Serra, Gloria ^{[1
]}

机构：

[1] Univ Republica, Fac Quim, Catedra Quim Farmaceut, Montevideo 11800, Uruguay

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 22期

关键词：

Aerucyclamide; Macrocyclization; Oxa(thia)zole; Hexacyclopeptide; MICROCYSTIS-AERUGINOSA; SECONDARY METABOLITES; CYCLIC-PEPTIDES; DEOXO-FLUOR; CYANOBACTERIA; CYCLIZATION; OXAZOLINES; THIAZOLINES; INHIBITORS; ANALOGS;

D O I：

10.1016/j.tetlet.2013.03.060

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：2806 / 2808

页数：3

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