70574-34-4Relevant academic research and scientific papers
Acid-catalysed Reaction of 1-(1-Methyl-2,5-dioxocyclopentyl)-3-(4-methoxyphenyl)-5-methylhexa-2,4-diene: Structures of Novel Products
Kasturi, T. R.,Murthy, Parvathi S.
, p. 941 - 944 (2007/10/02)
Cyclisation of 1-(1-methyl-2,5-dioxocyclopentyl)-5-methylhexa-2,4-diene (6) using conc. sulphuric acid in methylene chloride gives two novel products in addition to the expected pentaenone (7).The structures of these two products, elucidated using their spectral data (PMR, CMR and mass), have been shown to be 1-(4-methoxyphenyl)-5-methylcyclohexa-1,4-diene (8) and 4b,5,6,7a,8,8a,9,11-octahydro-4b-hydroxy-7-keto-3-methoxy-9-(5-methoxy-3,3-dimethylindanyl)-7a,11,11-trimethyldibenzazulene (12).
Total Synthesis of Substituted (+/-)-6,6-Dimethyl-B-norestra-1,3,5(10)-trien-17β-ols and their 9β-Isomers
Kasturi, Tirumalai R.,Parvathi, Shankaranarayana
, p. 448 - 456 (2007/10/02)
Total syntheses of (+/-)-1,4-dimethoxy-6,6-dimethyl-B-norestra-1,3,5(10)-trien-17β-ol (11a), (+/-)-2,3-dimethoxy-6,6-dimethyl-B-norestra-1,3,5(10)-trien-17β-ol (11b), and (+/-)-3-methoxy-6,6-dimethyl-B-norestra-1,3,5(10)-trien-17β-ol (11c), have been carried out starting from 4,7-dimethoxy-3,3-dimethylindan-1-one (1), 5,6-dimethoxy-3,3-dimethylindan-1-one (2), and 4'-methoxy-3-methylbut-2-enophenone (4), respectively.Generally, it is found that the intermediate 6,6-dimethyl-B-norestra-1,3,5(10),8-tetraen-17β-ols (10), on lithium-liquid ammonia reduction, yield a mixture of 8β,9α- and 8β,9β-trienols, (11) and (12) respectively, in the ratio 1 : 1.This is due to the comparable stabilities of these two isomers.However, the reaction carried out in presence of aniline affords a higher percentage of the 8β,9α-trienol (11).The assignment of configurations is made by chemical and 1H n.m.r. analysis.Catalytic hydrogenation of the tetraenols (10) is shown to proceed via initial isomerisation to the corresponding 6,6-dimethyl-B-norestra-1,3,5(10),9(11)-tetraen-17β-ols (26), followed by hydrogenation from the β-side to give, exclusively, the 8β,9β-trienols (12).
