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Volumn 24, Issue 13, 2010, Pages 1274-1281

Synthesis of demethylated nidulol via an intramolecular Michael reaction

Author keywords

intramolecular aromatisation; nidulol; phthalides

Indexed keywords

5,7 DIHYDROXY 6 METHYLPHTHALIDE; LACTONE; NIDULOL; PHTHALIDE DERIVATIVE; SYNTHONS; UNCLASSIFIED DRUG; BENZOFURAN DERIVATIVE; PHTHALIC ANHYDRIDE; PHTHALIDE;

EID: 77954839351     PISSN: 14786419     EISSN: 14786427     Source Type: Journal    
DOI: 10.1080/14786410903458265     Document Type: Article
Times cited : (2)

References (23)
  • 1
    • 0021816270 scopus 로고
    • Metabolites from microorganisms: 30. Phthalides and chromanols from Aspergillus duricaulis
    • Achenbach, H., Muhlenfeld, A., & Brillinger, G.U. (1985). Metabolites from microorganisms: 30. Phthalides and chromanols from Aspergillus duricaulis. Liebigs Annalen der Chemie, 1596-1628.
    • (1985) Liebigs Annalen der Chemie , pp. 1596-1628
    • Achenbach, H.1    Muhlenfeld, A.2    Brillinger, G.U.3
  • 2
    • 24944517343 scopus 로고
    • The constitution of nidulol (5-hydroxy-7-methoxy-6-methylphthalide), a metabolic product of Aspergillus nidulans
    • Aucamp, P.J., & Holzapfel, C.W. (1968). The constitution of nidulol (5-hydroxy-7-methoxy-6-methylphthalide), a metabolic product of Aspergillus nidulans. Journal of the South African Chemical Institute, 21, 26-32.
    • (1968) Journal of the South African Chemical Institute , vol.21 , pp. 26-32
    • Aucamp, P.J.1    Holzapfel, C.W.2
  • 3
    • 33845550567 scopus 로고
    • New Synthesis of 5,7-dihydroxy 4-methylphthalide, A key intermediate in synthesis of mycophenolic acid
    • Auricchio, S., Ricca, A., & de Pava, O.V. (1983). New Synthesis of 5,7-dihydroxy 4-methylphthalide, a key intermediate in synthesis of mycophenolic acid. Journal of Organic Chemistry, 48, 602-604.
    • (1983) Journal of Organic Chemistry , vol.48 , pp. 602-604
    • Auricchio, S.1    Ricca, A.2    De Pava, O.V.3
  • 4
    • 24944458538 scopus 로고    scopus 로고
    • One-pot synthesis of trisubstituted monomethylated benzene-1,3-diols via a Michael addition-Dieckmann cyclization sequence from methyl (E) -3-methoxy-4-methoxycarbonylbut-2-enoate anion and methyl alkinoates and its application to the total synthesis of nidulol
    • Covarrubias-Zuñiga, A., German-Sanchez, L.S., Maldonado, L.A., Romero-Ortega, M., & Avila-Zarraga, J.A. (2005). One-pot synthesis of trisubstituted monomethylated benzene-1,3-diols via a Michael addition-Dieckmann cyclization sequence from methyl (E)-3-methoxy-4-methoxycarbonylbut-2-enoate anion and methyl alkinoates and its application to the total synthesis of nidulol. Synthesis, 2293-2296.
    • (2005) Synthesis , pp. 2293-2296
    • Covarrubias-Zuñiga, A.1    German-Sanchez, L.S.2    Maldonado, L.A.3    Romero-Ortega, M.4    Avila-Zarraga, J.A.5
  • 8
    • 0008816001 scopus 로고
    • Synthetic confirmation of the structure of the lichen benzyl esters alectorialic and barbatolic acids
    • Elix, J.A., & Joyanthi, V.K. (1987). Synthetic confirmation of the structure of the lichen benzyl esters alectorialic and barbatolic acids. Australian Journal of Chemistry, 40, 1841-1850.
    • (1987) Australian Journal of Chemistry , vol.40 , pp. 1841-1850
    • Elix, J.A.1    Joyanthi, V.K.2
  • 9
    • 0542375808 scopus 로고    scopus 로고
    • Synthesis base don cyclohexadienes: Part 26. Total synthesis of some naturally occurring phthalides from Alternaria species
    • Hariprakasha, H.K., & Subba Rao, G.S.R. (1998). Synthesis base don cyclohexadienes: Part 26. Total synthesis of some naturally occurring phthalides from Alternaria species. Indian Journal of Chemistry, 37B, 851-856.
    • (1998) Indian Journal of Chemistry , vol.37 B , pp. 851-856
    • Hariprakasha, H.K.1    Subba Rao, G.S.R.2
  • 10
    • 37049163619 scopus 로고
    • Researches on acetylenic compounds. Part 26. Further Reformatsky reactions with propargyl bromides
    • Henbest, H.B., Jones, E.R.H., & Walls, I.M.S. (1950). Researches on acetylenic compounds. Part 26. Further Reformatsky reactions with propargyl bromides. Journal of the Chemical Society, 3646-3650.
    • (1950) Journal of the Chemical Society , pp. 3646-3650
    • Henbest, H.B.1    Jones, E.R.H.2    Walls, I.M.S.3
  • 11
    • 33845282142 scopus 로고
    • Synthetic approach to aklavinone using 2-oxo-2H-pyran-5-carboxylate (coumalate) intermediates
    • Jung, M.E., & Hagenah, J.A. (1987). Synthetic approach to aklavinone using 2-oxo-2H-pyran-5-carboxylate (coumalate) intermediates. Journal of Organic Chemistry, 52, 1889-1902.
    • (1987) Journal of Organic Chemistry , vol.52 , pp. 1889-1902
    • Jung, M.E.1    Hagenah, J.A.2
  • 12
    • 0025000821 scopus 로고
    • An efficient synthesis of 5,7-dihydroxy-4-methylisobenzofuran-1(3H)-one, a metabolite of Aspergillus flavus and key intermediate in the synthesis of mycophenolic acid
    • Kobayashi, K., Shimizu, H., Itoh, M., & Suginome, H. (1990). An efficient synthesis of 5,7-dihydroxy-4-methylisobenzofuran-1(3H)-one, a metabolite of Aspergillus flavus and key intermediate in the synthesis of mycophenolic acid. Bulletin of the Chemical Society of Japan, 63, 2435-2437.
    • (1990) Bulletin of the Chemical Society of Japan , vol.63 , pp. 2435-2437
    • Kobayashi, K.1    Shimizu, H.2    Itoh, M.3    Suginome, H.4
  • 14
    • 33751392551 scopus 로고
    • A novel regio- and stereospecific hydrohalogenation reaction of 2-propynoic acid and its derivatives
    • Ma, S., Lu, X., & Li, Zh. (1992). A novel regio- and stereospecific hydrohalogenation reaction of 2-propynoic acid and its derivatives. Journal of Organic Chemistry, 57, 709-713.
    • (1992) Journal of Organic Chemistry , vol.57 , pp. 709-713
    • Ma, S.1    Lu, X.2    Li, Zh.3
  • 15
    • 0029970167 scopus 로고    scopus 로고
    • An improved s?́ntesis of 5,7-dimethoxy-4-methylphthalide, a key intermediate in the synthesis of mycophenolic acid
    • Makara, G.M., Klubek, K., & Anderson, W.K. (1996). An improved s?́ntesis of 5,7-dimethoxy-4-methylphthalide, a key intermediate in the synthesis of mycophenolic acid. Synthetic Communications, 26, 1935-1942.
    • (1996) Synthetic Communications , vol.26 , pp. 1935-1942
    • Makara, G.M.1    Klubek, K.2    Anderson, W.K.3
  • 16
    • 33744586503 scopus 로고
    • Pyridinium p-toluenesulfonate. A mild and efficient catalyst for the tetrahydropyranylation of alcohols
    • Miyashita, M., Yoshikoshi, A., & Grieco, P.A. (1977). Pyridinium p-toluenesulfonate. A mild and efficient catalyst for the tetrahydropyranylation of alcohols. Journal of Organic Chemistry, 42, 3772-3774.
    • (1977) Journal of Organic Chemistry , vol.42 , pp. 3772-3774
    • Miyashita, M.1    Yoshikoshi, A.2    Grieco, P.A.3
  • 17
    • 37049083797 scopus 로고
    • Studies of fungal products. Part 10. Isolation and structures of novel bicoumarins, desertorins A, B, and C, from Emericella desertorum
    • Nozawa, K., Seyea, H., Nakajima, S., Udagawa, S.-I., & Kawai, K.-I. (1987). Studies of fungal products. Part 10. Isolation and structures of novel bicoumarins, desertorins A, B, and C, from Emericella desertorum. Journal of the Chemical Society, Perkin Transactions I, 1735-1738.
    • (1987) Journal of the Chemical Society, Perkin Transactions , vol.1 , pp. 1735-1738
    • Nozawa, K.1    Seyea, H.2    Nakajima, S.3    Udagawa, S.-I.4    Kawai, K.-I.5
  • 18
    • 0007374717 scopus 로고
    • Meldrum's acid in organic synthesis. 2. A general and versatile synthesis of beta-keto esters
    • Oikawa, Y., Sugano, K., & Yonemitsu, O. (1978). Meldrum's acid in organic synthesis. 2. A general and versatile synthesis of beta-keto esters. Journal of Organic Chemistry, 43, 2087-2088.
    • (1978) Journal of Organic Chemistry , vol.43 , pp. 2087-2088
    • Oikawa, Y.1    Sugano, K.2    Yonemitsu, O.3
  • 19
    • 0029098839 scopus 로고
    • The Synthesis of mycophenolic acid from 2,4-dihydroxybenzoic acid
    • Patterson, J.W. (1995). The Synthesis of mycophenolic acid from 2,4-dihydroxybenzoic acid. Journal of Organic Chemistry, 60, 4542-4548.
    • (1995) Journal of Organic Chemistry , vol.60 , pp. 4542-4548
    • Patterson, J.W.1
  • 20
    • 0030039265 scopus 로고    scopus 로고
    • Stereoselective functionalization at C-9 of retinal: Synthesis of 9-trans-19 nor-9-haloretinal analogs
    • Shinada, T., & Yoshihara, K. (1996). Stereoselective functionalization at C-9 of retinal: Synthesis of 9-trans-19 nor-9-haloretinal analogs. Chemical & Pharmaceutical Bulletin, 44, 264-266.
    • (1996) Chemical & Pharmaceutical Bulletin , vol.44 , pp. 264-266
    • Shinada, T.1    Yoshihara, K.2
  • 21
    • 84944296428 scopus 로고
    • Studies on the chemistry of lichens. Chemical Investigations of five Norwegian Alectoria species
    • Solberg, Y. (1975). Studies on the chemistry of lichens. Chemical Investigations of five Norwegian Alectoria species. Acta Chemica Scandinavica, B29, 145-153.
    • (1975) Acta Chemica Scandinavica , vol.B29 , pp. 145-153
    • Solberg, Y.1
  • 23
    • 0024831976 scopus 로고
    • An efficient synthesis of phthalides by Diels-Alder reaction of sulfur-substituted furanones with silyloxydienes: A formal synthesis of mycophenolic acid
    • Watanabe, M., Tsukazaki, M., Hamada, Y., Iwao, M., & Furukawa, S. (1989). An efficient synthesis of phthalides by Diels-Alder reaction of sulfur-substituted furanones with silyloxydienes: A formal synthesis of mycophenolic acid. Chemical & Pharmaceutical Bulletin, 37, 2948-2951.
    • (1989) Chemical & Pharmaceutical Bulletin , vol.37 , pp. 2948-2951
    • Watanabe, M.1    Tsukazaki, M.2    Hamada, Y.3    Iwao, M.4    Furukawa, S.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.