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Volumn 71, Issue 9, 2007, Pages 2248-2255

Use of the benzyl mesylate for the synthesis of tetrahydrofuran lignan: Syntheses of 7,8-trans, 7′,8′-trans, 7,7′-cis, and 8,8′-cis-virgatusin stereoisomers

Author keywords

Lignan; Tetrahydrofuran lignan; Virgatusin

Indexed keywords

BENZYL MESYLATE; LIGNAN; TETRAHYDROFURAN LIGNAN; VIRGATUSIN;

EID: 36148937895     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.70236     Document Type: Article
Times cited : (5)

References (14)
  • 1
    • 0009736326 scopus 로고
    • Biological activities of lignans
    • MacRae, W. D., and Towers, G. H. N., Biological activities of lignans. Phytochemistry, 23, 1207-1220 (1984).
    • (1984) Phytochemistry , vol.23 , pp. 1207-1220
    • MacRae, W.D.1    Towers, G.H.N.2
  • 2
    • 0004266767 scopus 로고
    • Cambridge University Press, New York
    • Ayres, D. C., and Loike, J. D., "Lignans," Cambridge University Press, New York (1990).
    • (1990) Lignans
    • Ayres, D.C.1    Loike, J.D.2
  • 3
    • 0033083666 scopus 로고    scopus 로고
    • Lignans, neolignans, and related compounds
    • Ward, S., Lignans, neolignans, and related compounds. Nat. Prod. Rep., 16, 75-96 (1999).
    • (1999) Nat. Prod. Rep , vol.16 , pp. 75-96
    • Ward, S.1
  • 4
    • 0345868588 scopus 로고    scopus 로고
    • Fluorous mixture synthesis of stereoisomer libraries: Total symthesis of (+)-murisolin and fifteen diaster-eoisomers
    • Zhang, Q. S., Lu, H. J., Richard, C., and Curran, D. P., Fluorous mixture synthesis of stereoisomer libraries: total symthesis of (+)-murisolin and fifteen diaster-eoisomers. J. Am. Chem. Soc., 126, 36-37 (2004).
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 36-37
    • Zhang, Q.S.1    Lu, H.J.2    Richard, C.3    Curran, D.P.4
  • 6
    • 0033580952 scopus 로고    scopus 로고
    • First total synthesis of tetrasubstituted tetrahydrofuran lignan, (-)-virgatusin
    • Yoda, H., Mizutani, M., and Takabe, K., First total synthesis of tetrasubstituted tetrahydrofuran lignan, (-)-virgatusin. Tetrahedron Lett., 40, 4701-4703 (1999).
    • (1999) Tetrahedron Lett , vol.40 , pp. 4701-4703
    • Yoda, H.1    Mizutani, M.2    Takabe, K.3
  • 7
    • 18844401942 scopus 로고    scopus 로고
    • First enantioselective synthesis of (-- and (+)-virgatusin, tetra-substituted tetrahydrofuran lignan
    • Yamauchi, S., Okazaki, M., Akiyama, K., Sugahara, T., Kishida, T., and Kashiwagi, T., First enantioselective synthesis of (-- and (+)-virgatusin, tetra-substituted tetrahydrofuran lignan. Org. Biomol. Chem., 3, 1670-1675 (2005).
    • (2005) Org. Biomol. Chem , vol.3 , pp. 1670-1675
    • Yamauchi, S.1    Okazaki, M.2    Akiyama, K.3    Sugahara, T.4    Kishida, T.5    Kashiwagi, T.6
  • 8
    • 24044466463 scopus 로고    scopus 로고
    • Stereocontrolled assembly of tetrasubstituted tetrahydrofurans: A concise synthesis of virgatusin
    • Akindele, T., Marsden, S. P., and Cumming, J. G., Stereocontrolled assembly of tetrasubstituted tetrahydrofurans: a concise synthesis of virgatusin. Org. Lett., 7, 3685-3688 (2005).
    • (2005) Org. Lett , vol.7 , pp. 3685-3688
    • Akindele, T.1    Marsden, S.P.2    Cumming, J.G.3
  • 10
    • 34247488863 scopus 로고    scopus 로고
    • Antifungal activity of tetra-substituted tetrahydrofuran lignan, (-)-virgatusin, and its structure-activity relationship
    • Akiyama, K., Yamauchi, S., Nakato, T., Maruyama, M., Sugahara, T., and Kishida, T., Antifungal activity of tetra-substituted tetrahydrofuran lignan, (-)-virgatusin, and its structure-activity relationship. Biosci. Biotechnol. Biochem., 71, 1028-1035 (2007).
    • (2007) Biosci. Biotechnol. Biochem , vol.71 , pp. 1028-1035
    • Akiyama, K.1    Yamauchi, S.2    Nakato, T.3    Maruyama, M.4    Sugahara, T.5    Kishida, T.6
  • 12
    • 0035844716 scopus 로고    scopus 로고
    • Cycloisomerization of 1,6-enynes in organoaqueous medium: An efficient and eco-friendly access to furan derivatives. Synthesis of a key intermediate of podophyllotoxine
    • Galland, J.-C., Dias, S., Savignac, M., and Genet, J.-P., Cycloisomerization of 1,6-enynes in organoaqueous medium: an efficient and eco-friendly access to furan derivatives. Synthesis of a key intermediate of podophyllotoxine. Tetrahedron, 57, 5137-5148 (2001).
    • (2001) Tetrahedron , vol.57 , pp. 5137-5148
    • Galland, J.-C.1    Dias, S.2    Savignac, M.3    Genet, J.-P.4
  • 13
    • 0002502996 scopus 로고    scopus 로고
    • Stereoselective syntheses of (-)-podorhizol lignan and its derivatives: Erythro and threo preferential aldol condensation of potassium enolate from γ-butyrolactone with alkoxybenzaldehyde
    • Yamauchi, S., Machi, M., and Kinoshita, Y., Stereoselective syntheses of (-)-podorhizol lignan and its derivatives: erythro and threo preferential aldol condensation of potassium enolate from γ-butyrolactone with alkoxybenzaldehyde. Biosci. Biotechnol. Biochem., 63, 1453-1462 (1999).
    • (1999) Biosci. Biotechnol. Biochem , vol.63 , pp. 1453-1462
    • Yamauchi, S.1    Machi, M.2    Kinoshita, Y.3
  • 14
    • 0036653647 scopus 로고    scopus 로고
    • Yamauchi, S., Bando, S., and Shinoshita, Y., Synthesis of 1,2-oxygenated 6-arylfurofuran lignan: stereoselective synthesis of (1S,2S, 5R,6S)-1-hydroxysamin. Biosci. Biotechnol. Biochem., 66, 1495-1499 (2002).
    • Yamauchi, S., Bando, S., and Shinoshita, Y., Synthesis of 1,2-oxygenated 6-arylfurofuran lignan: stereoselective synthesis of (1S,2S, 5R,6S)-1-hydroxysamin. Biosci. Biotechnol. Biochem., 66, 1495-1499 (2002).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.