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.
Citation:
G. R. Sunagatullina, A. N. Lobov, M. S. Miftakhov, “Lead tetraacetate assisted formation of bis(acetoxy)acetic acid derivative from carvone”, Mendeleev Commun., 31:5 (2021), 696–697