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Volumn 58, Issue 3, 2010, Pages 435-437

Synthesis of all-methylated isorugosin B

Author keywords

Coupling reaction; Ellagitannin; Glucose derivative; Natural product; Palladium

Indexed keywords

GLUCOSE DERIVATIVE; ISORUGOSIN B; PHENOL DERIVATIVE; TANNIN DERIVATIVE; UNCLASSIFIED DRUG; VALONEIC ACID;

EID: 77649264812     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.58.435     Document Type: Article
Times cited : (17)

References (33)
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    • Several total syntheses of simple ellagitannins have been reported: Quideau S., Feldman K. S., Chem. Rev., 96, 475-503 (1996) and references cited therein.
    • Several total syntheses of simple ellagitannins have been reported: Quideau S., Feldman K. S., Chem. Rev., 96, 475-503 (1996) and references cited therein.
  • 24
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    • Compound 3 was prepared easily from the known compound: Nelson T. D., Meyers A. I., J. Org. Chem., 59, 2577-2588 (1994).
    • Compound 3 was prepared easily from the known compound: Nelson T. D., Meyers A. I., J. Org. Chem., 59, 2577-2588 (1994).
  • 26
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    • For a recent review on Ullmann condensation reaction, see;
    • For a recent review on Ullmann condensation reaction, see; Ley S. V., Thomas A. W., Angew. Chem. Int. Ed., 42, 5400-5449 (2003).
    • (2003) Angew. Chem. Int. Ed , vol.42 , pp. 5400-5449
    • Ley, S.V.1    Thomas, A.W.2
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    • 0028864840 scopus 로고    scopus 로고
    • Compounds 8 and 10 were obtained by two-step transformation from methyl 3-benzyloxy-5-hydroxy-4-methoxybenzoate: Tanaka M., Ikeya Y., Mitsuhashi H., Maruno M., Wakamatsu T., Tetrahedron, 51, 11703-11742 (1995).
    • Compounds 8 and 10 were obtained by two-step transformation from methyl 3-benzyloxy-5-hydroxy-4-methoxybenzoate: Tanaka M., Ikeya Y., Mitsuhashi H., Maruno M., Wakamatsu T., Tetrahedron, 51, 11703-11742 (1995).
  • 28
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    • Cho B. T., Tetrahedron, 62, 7621-7643 (2006).
    • (2006) Tetrahedron , vol.62 , pp. 7621-7643
    • Cho, B.T.1
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    • 19
    • 19)
  • 30
    • 77649259427 scopus 로고    scopus 로고
    • The ee was determined by HPLC analysis using Daicel CHIRALPAK AD or CHIRALCEL OD
    • The ee was determined by HPLC analysis using Daicel CHIRALPAK AD or CHIRALCEL OD.
  • 32
    • 77649247392 scopus 로고    scopus 로고
    • The low yield of this step may be due to the low reactivity of the secondary hydroxyl group
    • The low yield of this step may be due to the low reactivity of the secondary hydroxyl group.
  • 33
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    • 20)). We speculate that this discrepancy was due to impurities in the reported sample, as many unidentified peaks are seen in the authentic NMR data.
    • 20)). We speculate that this discrepancy was due to impurities in the reported sample, as many unidentified peaks are seen in the authentic NMR data.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.