Synthesis and spectroscopic studies of furan-bridged polyazamacrocycles through 15,16-bis((prop-2-ynylamino)methyl)labdatriene transformations

Autor: Yurii V. Kharitonov, Elvira E. Shults, Olga I. Brusentzeva, Dmitry S. Fadeev
Rok vydání: 2019
Předmět:
Zdroj: Journal of Inclusion Phenomena and Macrocyclic Chemistry. 96:245-250
ISSN: 1573-1111
1388-3127
Popis: 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 Zn2+ ions in solution.
Databáze: OpenAIRE