Abstract The design and the preparation of a small library of optically active polyazamacrocyclic compounds with a furan bridge, connected by (4-(methylaminomethyl)-1,2,3-triazole) rings with methylene, ethyloxyethyl or ethylethoxyethyl units from natural labdanoid lambertianic acid is reported. The synthesis of the key 15,16-bis((tert-butoxycarbonyl(prop-2-ynyl)amino)methyl)labda-8(9),13,15-labdatriene from the plant diterpenoid lambertianic acid is also described. CuAAC reaction of this compounds with various diazides in the presence of Cu(II)/sodium ascorbate in methylene chloride/water reaction medium led to the mentioned chiral macrocyclic compounds with a furan bridge binding Zn 2+ ions in solution. Graphic abstract

中文翻译：

---

通过 15,16-双((prop-2-ynylamino)methyl)labdatriene 转化的呋喃桥连多氮杂大环的合成和光谱研究

摘要 设计和制备了一个带有呋喃桥的旋光多氮杂大环化合物的小型文库，由（4-（甲基氨基甲基）-1,2,3-三唑）环与来自天然劳丹酸兰伯泰酸的亚甲基、乙氧基乙基或乙基乙氧基乙基单元连接。被报道。还描述了从植物二萜朗伯酸合成关键的 15,16-双（（叔丁氧基羰基（丙-2-炔基）氨基）甲基）labda-8(9),13,15-labdatriene。在二氯甲烷/水反应介质中，在 Cu(II)/抗坏血酸钠的存在下，该化合物与各种二叠氮化物的 CuAAC 反应产生了上述手性大环化合物，其具有结合溶液中 Zn 2+ 离子的呋喃桥。图形摘要