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Epiphorellic acid

The total synthesis of the lichen diphenyl ether epiphorellic acid 1 was achieved in the laboratory of J.A. Elix using the Smiles rearrangement as the key step. The diaryl phenolic ester substrate was heated in dry DMSO in the presence of potassium carbonate, which brought about the rearrangement. The resulting carboxylic acid was converted to the methyl ester with diazomethane and was debenzylated under catalytic hydrogenation conditions. [Pg.417]

Deriv Methyl epiphorellate I, mp 135-137 °C (acetone-n-pentane), from epiphorellic acid I with CH2N2... [Pg.232]

Cohen PA, Towers GHN (1995a) Anthraquinones and phenanthroperylenequinones from Nephroma lae-vigatum. J Nat Prod 58 520-526 Cohen PA, Towers GHN (1995b) The anthraquinones of Heterodermia obscurata. Phytochemistry 40 911-915 Comber ME, Sargent MV, Skelton BW, White AH (1989) Depsidone synthesis. Part 24. The synthesis of epiphorellic acid 2. A pseudodepsidone and X-ray crys-... [Pg.451]

Elix JA, Jenie UA (1989) A synthesis of the lichen diphenyl ether epiphorellic acid 1. Aust J Chem 42 987-994 Elix JA, Jiang H (1990) 5,7-Dichloro-3-0-meth-yln orlichexanthone, a new xanthone from the lichen Lecanora broccha. Aust J Chem 43 1591-1595 Elix JA, Kennedy JM (1985) Synthesis of the lichen dibenzofuran subdidymic acid. Aust J Chem 38 1875-1861... [Pg.454]

Fiedler P, Gambaro V, Garbarino JA, Quilhot W (1986) Epiphorellic acids 1 and 2, two diaryl ethers from the lichen Cornicularia epiphorella. Phytochemistry 25 461-465... [Pg.457]

Sphaerophorin (S. globosus) Pannarin (Psoronut spp.) Epiphorellic acid-1 (Cornicularia epiphorella) Human prostrate carcinoma DU 145 Normal human prostatic epithelial cells Russo et al. (2006)... [Pg.132]

Methyl 2,3-dihydroxy-6-hydroxy-5 -methoxy-4-(3-oxopentyl)-3,3 -dioxo-rp-pentylspiro[benzofuran-2,2 -oxabicyclo [4.1.0]-hept-5-ene]-6 P-carboxylate (intermediate of the synthesis of epiphorellic acid 2) (77)... [Pg.11]

Epiphorellic acid 1 (123) and 2 (124) are diphenyl ethers from Cornicularia epiphorella (296). Elix and Jenie (225) described the synthesis of epiphorellic acid 1 (see Scheme 90) and Comber et al. (77) the synthesis of epiphorellic acid 2 (see Scheme 91). [Pg.81]

Elix and McCafifery 246) reported isolation from Coelopogon abraxes of another isomer, epiphorellic acid 3 (125) and its synthesis (see Scheme 92). [Pg.84]

Elix JA, McCaffery LF (1997) Epiphorellic Acid 3, a New Lichen Diphenyl Ether. Aust J Chem 50 1101... [Pg.250]

See other pages where Epiphorellic acid is mentioned: [Pg.272]    [Pg.43]    [Pg.44]    [Pg.115]    [Pg.115]    [Pg.231]    [Pg.232]    [Pg.232]    [Pg.81]    [Pg.82]    [Pg.82]    [Pg.83]    [Pg.83]    [Pg.84]   
See also in sourсe #XX -- [ Pg.231 , Pg.232 ]

See also in sourсe #XX -- [ Pg.2 , Pg.3 , Pg.11 , Pg.81 , Pg.82 , Pg.83 , Pg.84 ]



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