79760-18-2Relevant academic research and scientific papers
Studies on the Synthesis of Heterocyclic Compounds containing Benzopyrone. Part 4. Synthesis of 4,10-Dihydro-3-hydroxy-3-methyl-1H,3H-pyranobenzopyran-10-one, the Basic Skeleton in Fulvic Acid
Yamauchi, Masashige,Katayama, Sadamu,Nakashita, Yoshihiko,Watanabe, Toshio
, p. 183 - 186 (2007/10/02)
The synthesis of 4,5-dihydro-3-hydroxy-3-methyl-1H,3H-pyranobenzopyran-10-one(1b), the basic skeleton in fulvic acid, is described.The acetal (4), chosen as a common intermediate for syntheses of the basic skeleton in fungal metabolites such as
Studies of the Syntheses of Heterocyclic Compounds containing Benzopyrone. Part 3. Synthesis of 2-Methyl-4H,5H-pyranobenzopyran-4-one, the Basic Skeleton in Citromycetin
Yamauchi, Masashige,Katayama, Sadamu,Nakashita, Yoshihiko,Watanabe, Toshio
, p. 503 - 507 (2007/10/02)
The synthesis of 2-methyl-4H,5H-pyranobenzopyrano-4-one (1b), the basic skeleton in citromycetin, is described.The alcohol (6a), chosen as the starting material, was oxidized to the dione (6c) which, after methylenation, was treated with concentrated hydrochloric acid-methanol (1:100) at ambient temperature to afford the pyrone (9a) regioselectively.Hydrogenation and bromine substitution of the pyrone (9a) gave the bromide (9e), which was converted into the benzopyranone (1b) with aqueous sodium hydrogen carbonate.
Regiospecific (Biogenetic-type) Synthesis of 2-Methyl-5H-pyranobenzopyran-4-one, the Basic Skeleton in Citromycetin
Watanabe, Toshio,Katayama, Sadamu,Nakashita, Yoshihiko,Yamauchi, Masashige
, p. 761 - 762 (2007/10/02)
Regiospecific cyclization of the acetal (4g), derived in 5 steps from 2'-benzyloxyacetophenone (3a), gave the pyrone (6a) which was easily converted into 2-methyl-5H-pyranobenzopyran-4-one (1b), the basic skeleton in citromycetin (1a).
