Issue 0, 1982
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Acid-catalysed cyclisations: structures of novel products isolated in the reaction of 2-[3-(2,6-dimethoxyphenyl)but-2-enyl]-2-methylcyclopentane-1,3-dione with MeOH–HCl

Tirumalai R. Kasturi,   Sathavaram Madhava Reddy  and  Parvathi S. Murthy  

Abstract

Reaction of the title compound (1a) with anhydrous MeOH–HCl gave 2-endo-(2,6-dimethoxyphenyl)-2-exo-methyl-5-methylbicyclo[3.2.1]octane-6,8-dione (3a), 1,5,14β-timethoxy-5,8-seco-6,7-dinorestra-1,3,5(10),9(11)-tetraen-17-one (4), 1,5-dimethoxy-5,8-seco-6,7-dinorestra-1,3,5(10),8,14-pentaen-17-one (5), and 3,4,5,6-tetrahydro-2,7-dimethoxy-3,6-dimethyl-3,2,6-(13-oxopropan[1]yI[3]ylidene)-2H-1-benzoxocin (6). Structures assigned to compounds (3a), (4), and (6) are based on spectral data. The exo-tricyclic acetal structure (6) was further confirmed by the analysis of the 1H n.m.r. spectra of the isomeric alcohols (11) and (12), obtained by sodium borohydride reduction of (6).

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Article information

DOI
https://doi.org/10.1039/P19820002791
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1982, 2791-2794

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Acid-catalysed cyclisations: structures of novel products isolated in the reaction of 2-[3-(2,6-dimethoxyphenyl)but-2-enyl]-2-methylcyclopentane-1,3-dione with MeOH–HCl

T. R. Kasturi, S. M. Reddy and P. S. Murthy, J. Chem. Soc., Perkin Trans. 1, 1982, 2791 DOI: 10.1039/P19820002791

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