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Volumn 73, Issue 18, 2008, Pages 7028-7036

A general, iterative, and modular approach toward carbohydrate libraries based on ruthenium-catalyzed oxidative cyclizations

Author keywords

[No Author keywords available]

Indexed keywords

ARSENIC COMPOUNDS; BIOMOLECULES; CARBOHYDRATES; CHEMICAL REACTIONS; CHEMISTRY; CHLORINE COMPOUNDS; COMPLEXATION; FUNCTIONAL GROUPS; RAW MATERIALS; RUTHENIUM; RUTHENIUM COMPOUNDS; SUGAR (SUCROSE); SUGARS;

EID: 52449122330     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo801528n     Document Type: Article
Times cited : (9)

References (49)
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    • For a modular organocatalytic approach, see: a
    • For a modular organocatalytic approach, see: (a) Enders, D.; Grondal, C. Angew. Chem. 2005, 117, 1235;
    • (2005) Angew. Chem , vol.117 , pp. 1235
    • Enders, D.1    Grondal, C.2
  • 22
    • 0141521468 scopus 로고    scopus 로고
    • Ru-catalyzed dihydroxylation: (a)Plietker, B.; Niggemann, M. Org. Lett. 2003, 5, 3353.
    • Ru-catalyzed dihydroxylation: (a)Plietker, B.; Niggemann, M. Org. Lett. 2003, 5, 3353.
  • 25
    • 0042285952 scopus 로고    scopus 로고
    • (d) Plietker, B
    • RuO4-catalyzed ketohydroxylation
    • 4-catalyzed ketohydroxylation: (d) Plietker, B. J. Org. Chem. 2003, 68, 7123.
    • (2003) J. Org. Chem , vol.68 , pp. 7123
  • 28
    • 52449121702 scopus 로고    scopus 로고
    • Ru-catalyzed oxidative cyclization of [l,n]-dienes: (g) Roth, S.; Stark, C. B. W. Angew. Chem. 2006, 118, 6364;
    • Ru-catalyzed oxidative cyclization of [l,n]-dienes: (g) Roth, S.; Stark, C. B. W. Angew. Chem. 2006, 118, 6364;
  • 31
    • 26844563263 scopus 로고    scopus 로고
    • 4 catalysis, see: Plietker, B. Synthesis 2005, 2453.
    • 4 catalysis, see: Plietker, B. Synthesis 2005, 2453.
  • 35
    • 0345933177 scopus 로고
    • For analogous reactions using ozone, see: a
    • For analogous reactions using ozone, see: (a) Burton, J. S. J. Chem. Soc. 1965, 3433.
    • (1965) J. Chem. Soc , pp. 3433
    • Burton, J.S.1
  • 37
    • 0027410768 scopus 로고    scopus 로고
    • 4-mediated oxidative cyclization, see: Fu, X.; Cook, J. M. J. Org. Chem. 1993, 58, 661.
    • 4-mediated oxidative cyclization, see: Fu, X.; Cook, J. M. J. Org. Chem. 1993, 58, 661.
  • 38
    • 29344454053 scopus 로고    scopus 로고
    • For a related oxidative cyclization in natural product synthesis, see
    • (b) For a related oxidative cyclization in natural product synthesis, see: Fürstner, A.; Wuchrer, M. Chem. - Eur. J. 2006, 12, 76.
    • (2006) Chem. - Eur. J , vol.12 , pp. 76
    • Fürstner, A.1    Wuchrer, M.2
  • 42
    • 52449106151 scopus 로고    scopus 로고
    • Allylic alcohol 2 was obtained in a racemic way and used as such throughout this study. However, aysmmetric addition of a vinyl zinc reagent in the presence of an enantiomerically pure amino alcohol might be used for the preparation of the isomerically pure alcohol. In the present study, the main focus was placed on the use of the allyl benzyl ethers in the cyclization event.
    • Allylic alcohol 2 was obtained in a racemic way and used as such throughout this study. However, aysmmetric addition of a vinyl zinc reagent in the presence of an enantiomerically pure amino alcohol might be used for the preparation of the isomerically pure alcohol. In the present study, the main focus was placed on the use of the allyl benzyl ethers in the cyclization event.
  • 47
    • 36049015757 scopus 로고    scopus 로고
    • For an excellent and most recent review on the potential of cross metathesis in natural product synthesis, see: Hoveyda, A, Zhugralin, A. R. Nature 2007, 450, 243, and references cited therein
    • For an excellent and most recent review on the potential of cross metathesis in natural product synthesis, see: Hoveyda, A.; Zhugralin, A. R. Nature 2007, 450, 243, and references cited therein.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.