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 Full article
| Journal |
Journal of Inclusion Phenomena and Macrocyclic Chemistry
ISSN: 0923-0750 , E-ISSN: 1573-1111 |
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| Output data | Year: 2016, Volume: 84, Number: 3-4, Pages: 197-202 Pages count : 6 DOI: 10.1007/s10847-016-0596-1 | ||||
| Tags | Diterpenoids; Furanolabdanoid dialkynes; Diazides; CuAAC reaction; Mercury ion | ||||
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Abstract:
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 Hg2+ ion by the 1,2,3-triazole rings.
Cite:
Kharitonov Y.V.
, Shakirov M.M.
, Shults E.E.
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
Journal of Inclusion Phenomena and Macrocyclic Chemistry. 2016. V.84. N3-4. P.197-202. DOI: 10.1007/s10847-016-0596-1 WOS Scopus OpenAlex
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
Journal of Inclusion Phenomena and Macrocyclic Chemistry. 2016. V.84. N3-4. P.197-202. DOI: 10.1007/s10847-016-0596-1 WOS Scopus OpenAlex
Dates:
| Published online: | Feb 1, 2016 |
| Published print: | Apr 1, 2016 |
Identifiers:
| Web of science: | WOS:000371794500003 |
| Scopus: | 2-s2.0-84963553937 |
| OpenAlex: | W2298534508 |