RUS  ENG
Full version
JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2021 Volume 31, Issue 5, Pages 696–697 (Mi mendc1026)

Communications

Lead tetraacetate assisted formation of bis(acetoxy)acetic acid derivative from carvone

G. R. Sunagatullina, A. N. Lobov, M. S. Miftakhov

Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation

Abstract: R-Carvone on heating with Pb(OAc)4 in benzene gives (2RS)-2-hydroxy-2-[(1S)-4-methyl-5-oxocyclohex-3-en-1-yl)]-prop-1-yl bis(acetoxy)acetate. Alkaline hydrolysis of this compound affords the corresponding diol which under acidic catalysis is transformed into bis-hydroxy ether and 1,4-dioxane derivatives.

Keywords: carvone, lead tetraacetate, gem-acetoxylation reactions, diols, dimers, 1,4-dioxanes.

Language: English

DOI: 10.1016/j.mencom.2021.09.034



© Steklov Math. Inst. of RAS, 2025