Synthesis of new biologically-active acetylene alcohols containing in composition of their molecules aromatical, cyclical and hydroxyl-groups and also triple bond by reaction of enantioselective alkylation of some cyclic ketones such as cyclohexanon, 2-methylcyclohexanon, menton and camphora with phenylacetylene in the presence of 3,3′-diphenylbinaphtol has been investigated. New methods of synthesis of acetylene alcohols and mechanisms of corresponding reactions were preposed. Influence of nature of initial compounds, catalysts and solvents on carring out of reaction and yields of products has been determined. On the base experimental results optimal condition of carring out of reactions have been also determined. It was shown that in solution of TGF the mole ratio phenylacetylene: keton 1:2, temperatupe 0 oC, duration of reaction 120 min. are the optimal conditions of carring out of investigated reactions. Structure of synthesized alcohols: 1-(2-phenylethynil)cyclohexanol, 2-methyl-1-(2- phenylethynil)-cyclohexanol, 2-isopropyl-5-methyl-1-(2-phenylethynil)cyclohexanol and 1,7,7-threemethyl-2-(2-phenylethynil) biciclo[2,2,1]-heptanol-2 has been proved and also their purity was determined by some physico-chemical methods.
Guzal, Otamuxamedova; Odiljon, Ziyadullayev; Elena, Shmid; and Tomash, Maniecki
"Enantioselective alkynylation of some cyclical ketones by 3,3′-diphenylbinaphtol dilithium,"
CHEMISTRY AND CHEMICAL ENGINEERING: Vol. 2019
, Article 6.
Available at: https://uzjournals.edu.uz/cce/vol2019/iss2/6