ChemInform Abstract: Reaction of Organomagnesium Compounds of the Adamantane Series with Carbonyl Compounds.

Yurchenko, A. G.; Fedorenko, T. V.

doi:10.1002/chin.198740133

Cited by 1 publication

(2 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The synthesis of this ketone was accomplished starting from 2-adamantanone 4 which was successively transformed to spiro [adamantane-2,2′-oxirane] 5 and aldehyde 6 (Farcasiu, 1972). In the past, this alcohol has been synthesized from the Grignard reaction between the epoxide 5 and methyl magnesium iodide (Bernaert et al, 1973) or between acetaldehyde and 2-adamantyl magnesium bromide (Yurchenko et al, 1987). In the past, this alcohol has been synthesized from the Grignard reaction between the epoxide 5 and methyl magnesium iodide (Bernaert et al, 1973) or between acetaldehyde and 2-adamantyl magnesium bromide (Yurchenko et al, 1987).…”

Section: Chemistrymentioning

confidence: 99%

“…Due to its instability, this aldehyde was not isolated and was used promptly after its preparation for the synthesis of α−methyl-2-adamantanemethanol 7. In the past, this alcohol has been synthesized from the Grignard reaction between the epoxide 5 and methyl magnesium iodide (Bernaert et al, 1973) or between acetaldehyde and 2-adamantyl magnesium bromide (Yurchenko et al, 1987). Alcohol 7 was oxidized with Jones reagent to the ketone 8 (van Leusen & van Leusen, 1978).…”

Section: Chemistrymentioning

confidence: 99%

See 1 more Smart Citation

Are the 2-Isomers of the Drug Rimantadine Active Anti-Influenza a Agents?

Zoidis

Kolocouris

Foscolos

et al. 2003

Antivir Chem Chemother

View full text Add to dashboard Cite

There is a lack of information in the medical chemistry literature concerning the anti-influenza A activity of the drug rimantadine's 2-isomer (2-rimantadine). We now present results showing that, although 2-adamantanamine (2-amantadine) 3 is only moderately active, some 2-rimantadine analogues are effective anti-influenza A virus agents in vitro. The 2-rimantadine analogues and their spirocyclobutane and spirocyclopentane congeners were synthesized through interesting routes. The 2-rimantadine analogues were 2-4 times more potent than rimantadine 2 against influenza virus A H2N2 strain; their spirocyclobutane congeners proved equally active to rimantadine 2. Two compounds exhibited a similar activity and one of the compounds was was fourfold more potent than rimantadine 2 against H3N2 strain.

show abstract