Synthesis and spectroscopic studies of chiral macrocyclic furanolabdanoids connected on the 16,17-positions by 1,2,3-triazole rings with methylene or oxamethylene units.

Autor: Kharitonov, Yurii, Shakirov, Makhmut, Shults, Elvira
Zdroj: Journal of Inclusion Phenomena & Macrocyclic Chemistry; Apr2016, Vol. 84 Issue 3/4, p197-202, 6p
Abstrakt: Derivatives of natural diterpenoid methyl lambertianate containing propargyloxy substituents in 16,17-positions were obtained. CuAAC reaction of methyl 17-propargyloxy-16-[(prop-2-yn-1-yloxy)methyl]labdadienoate with various diazides in the presence of Cu(II)/sodium ascorbate in methylene chloride/water reaction medium gave chiral macrocyclic compounds connected on the 16 and 17-positions by 1,2,3-triazole rings with methylene, ethyloxyethyl or ethylethoxyethyl units. The obtained macrocyclic structures showed high selectivity and affinity for Hg ion by the 1,2,3-triazole rings. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index