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Volumn 65, Issue 9, 2001, Pages 2065-2069

Synthesis of Methyl (5Z,9Z,17R)-17-Methylnonadeca-5,9-dienoate, the (R)-Enantiomer of the Structure Proposed for a Metabolite of the Philippine Sponge Plakinastrella sp.

Author keywords

Marine natural product; Methyl branched fatty acid; Optically active fatty acid; Plakinastrella sp.; Sponge

Indexed keywords

PLAKINASTRELLA;

EID: 0035465318     PISSN: 09168451     EISSN: None     Source Type: Journal    
DOI: 10.1271/bbb.65.2065     Document Type: Article
Times cited : (7)

References (15)
  • 1
    • 0032411938 scopus 로고    scopus 로고
    • New cyclic peroxides from the Philippine sponge Plakinastrella sp
    • Qureshi, A., Salvá, J., Harper, M. K., and Faulkner, D. J., New cyclic peroxides from the Philippine sponge Plakinastrella sp. J. Nat. Prod., 61, 1539-1542 (1998).
    • (1998) J. Nat. Prod. , vol.61 , pp. 1539-1542
    • Qureshi, A.1    Salvá, J.2    Harper, M.K.3    Faulkner, D.J.4
  • 2
    • 0015886063 scopus 로고
    • Absolute configurations of (-)-14-methyl-cis-8-hexadecen-1-ol and methyl (-)-14-methyl-cis-8-hexadecenoate, the sex attractant of the female dermestid beetle
    • Mori, K., Absolute configurations of (-)-14-methyl-cis-8-hexadecen-1-ol and methyl (-)-14-methyl-cis-8-hexadecenoate, the sex attractant of the female dermestid beetle. Tetrahedron Lett., 3869-3872 (1973).
    • (1973) Tetrahedron Lett. , pp. 3869-3872
    • Mori, K.1
  • 3
    • 0018170111 scopus 로고
    • Synthesis of optically active forms of (Z)-14-methylhexadec-8-enal
    • Mori, K., Suguro, T., and Uchida, M., Synthesis of optically active forms of (Z)-14-methylhexadec-8-enal. Tetrahedron, 34, 3119-3123 (1978).
    • (1978) Tetrahedron , vol.34 , pp. 3119-3123
    • Mori, K.1    Suguro, T.2    Uchida, M.3
  • 4
    • 0347321678 scopus 로고
    • Synthesis of optically active forms of (E)-14-methyl-8-hexadecenal (trogodermal)
    • Suguro, T. and Mori, K., Synthesis of optically active forms of (E)-14-methyl-8-hexadecenal (trogodermal). Agric. Biol. Chem., 43, 409-410 (1979).
    • (1979) Agric. Biol. Chem. , vol.43 , pp. 409-410
    • Suguro, T.1    Mori, K.2
  • 5
    • 0020438352 scopus 로고
    • Synthesis and biological activity of both (E)- And (Z)-isomers of optically pure (S)-14-methyl-8-hexadecenal (trogodermal), the antipodes of the pheromone of the khapra beetle
    • Mori, K., Kuwahara, S., Levinson, H. Z., and Levinson, A. R., Synthesis and biological activity of both (E)- and (Z)-isomers of optically pure (S)-14-methyl-8-hexadecenal (trogodermal), the antipodes of the pheromone of the khapra beetle. Tetrahedron, 38, 2291-2297 (1982).
    • (1982) Tetrahedron , vol.38 , pp. 2291-2297
    • Mori, K.1    Kuwahara, S.2    Levinson, H.Z.3    Levinson, A.R.4
  • 6
    • 0035140988 scopus 로고    scopus 로고
    • Absolute configuration of axinellamine A, a pyrrole alkaloid of the sponge Axinella sp., was determined as R by synthesizing its (S)-isomer
    • Seki, M. and Mori, K., Absolute configuration of axinellamine A, a pyrrole alkaloid of the sponge Axinella sp., was determined as R by synthesizing its (S)-isomer. Eur. J. Org. Chem., 503-506 (2001).
    • (2001) Eur. J. Org. Chem. , pp. 503-506
    • Seki, M.1    Mori, K.2
  • 7
    • 84982485191 scopus 로고
    • Reaktionen mit Phosphinalkylenen, XXXIII. Darstellung lithiumsalzfreier Ylidlösungen mit Natriumbis(trimethylsilyl)amide als Base
    • Bestmann, H. J., Stransky, W., and Vostrowsky, O., Reaktionen mit Phosphinalkylenen, XXXIII. Darstellung lithiumsalzfreier Ylidlösungen mit Natriumbis(trimethylsilyl)amide als Base. Chem. Ber., 109, 1694-1700 (1976).
    • (1976) Chem. Ber. , vol.109 , pp. 1694-1700
    • Bestmann, H.J.1    Stransky, W.2    Vostrowsky, O.3
  • 8
    • 0019122874 scopus 로고
    • Application of carbonyl Umpolung to prostaglandin synthesis, III. Synthesis of 11-deoxy prostaglandin synthons
    • Novák, L., Baán, G., Marosfalvi, J., and Szántay, Cs., Application of carbonyl Umpolung to prostaglandin synthesis, III. Synthesis of 11-deoxy prostaglandin synthons. Chem. Ber., 113, 2939-2949 (1980).
    • (1980) Chem. Ber. , vol.113 , pp. 2939-2949
    • Novák, L.1    Baán, G.2    Marosfalvi, J.3    Szántay, C.4
  • 9
    • 0001019432 scopus 로고
    • Stereoselective synthesis of methyl branched eicosa-5(Z),9(Z)-dienoic acids, components of the sponge, Erylus formosus
    • Kulkarni, B. A., Chattopadhyay, A., and Mamdapur, V. R., Stereoselective synthesis of methyl branched eicosa-5(Z),9(Z)-dienoic acids, components of the sponge, Erylus formosus. Nat. Prod. Lett., 3, 251-255 (1993).
    • (1993) Nat. Prod. Lett. , vol.3 , pp. 251-255
    • Kulkarni, B.A.1    Chattopadhyay, A.2    Mamdapur, V.R.3
  • 10
    • 0032869585 scopus 로고    scopus 로고
    • Pheromone synthesis, CXCVII. Synthesis of the enantiomers of 2-sec-butyl-4,5-dihydrothiazole and (1R,5S,7R)-3,4-dehydro-exo-brevicomin, pheromone components of the male mouse, Mus musculus
    • Tashiro, T. and Mori, K., Pheromone synthesis, CXCVII. Synthesis of the enantiomers of 2-sec-butyl-4,5-dihydrothiazole and (1R,5S,7R)-3,4-dehydro-exo-brevicomin, pheromone components of the male mouse, Mus musculus. Eur. J. Org. Chem., 2167-2173 (1999).
    • (1999) Eur. J. Org. Chem. , pp. 2167-2173
    • Tashiro, T.1    Mori, K.2
  • 11
    • 0032854921 scopus 로고    scopus 로고
    • Pheromone synthesis, CXCVIII. Synthesis of (1S,2S,6S,10R)- And (1S,2R, 6R,10R)-1,2,6,10-tetramethyldodecyl propanoate, the components of the sex pheromone of the pine sawfly, Microdiprion pallipes
    • Nakamura, Y. and Mori, K., Pheromone synthesis, CXCVIII. Synthesis of (1S,2S,6S,10R)- and (1S,2R, 6R,10R)-1,2,6,10-tetramethyldodecyl propanoate, the components of the sex pheromone of the pine sawfly, Microdiprion pallipes. Eur. J. Org. Chem., 2175-2182 (1999).
    • (1999) Eur. J. Org. Chem. , pp. 2175-2182
    • Nakamura, Y.1    Mori, K.2
  • 12
    • 0029173704 scopus 로고
    • Optical isomers of 3,13-dimethylheptadecane: Sex pheromone components of the western false hemlock looper, Nepytia freemani (Lepidoptera: Geometridae)
    • King, G. G. S., Gries, R., Gries, G., and Slessor, K. N., Optical isomers of 3,13-dimethylheptadecane: sex pheromone components of the western false hemlock looper, Nepytia freemani (Lepidoptera: Geometridae). J. Chem. Ecol., 21, 2027-2045 (1995).
    • (1995) J. Chem. Ecol. , vol.21 , pp. 2027-2045
    • King, G.G.S.1    Gries, R.2    Gries, G.3    Slessor, K.N.4
  • 14
    • 0346691142 scopus 로고    scopus 로고
    • Personal communication to Mori, K., dated March 13, 2001. He has no idea what the correct structures are and no material to work with. He considers that there can be no excuse for mistakes like this and he has apologized for the error
    • Faulkner, D. J., Personal communication to Mori, K., dated March 13, 2001. He has no idea what the correct structures are and no material to work with. He considers that there can be no excuse for mistakes like this and he has apologized for the error.
    • Faulkner, D.J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.