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Volumn 131, Issue 22, 2009, Pages 7570-7572

Relative stereochemistry determination and synthesis of the major chlorosulfolipid from Ochromonas danica

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL EQUATIONS; CHRYSOPHYTE ALGAE; ELECTROPHILIC ADDITIONS; NMR SPECTROSCOPY; STEREOSPECIFIC; SYNTHESIS STRATEGY;

EID: 67650555672     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja902138w     Document Type: Article
Times cited : (76)

References (38)
  • 24
    • 67650543805 scopus 로고    scopus 로고
    • Please see Supporting Information for details.
    • Please see Supporting Information for details.
  • 29
    • 0024310249 scopus 로고
    • Ester 12 is known: We prepare it by an intermolecular Heck reaction; see Supporting Information for details.
    • Ester 12 is known: (a) Yamashina, N.; Hyuga, S.; Hara, S.; Suzuki, A. Tetrahedron Lett. 1989, 30, 6555-6558. We prepare it by an intermolecular Heck reaction; see Supporting Information for details.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 6555-6558
    • Yamashina, N.1    Hyuga, S.2    Hara, S.3    Suzuki, A.4
  • 31
    • 33748632563 scopus 로고
    • The diastereoselectivity is in agreement with Kishi's model for dihydroxylation of chiral allylic alcohols
    • The diastereoselectivity is in agreement with Kishi's model for dihydroxylation of chiral allylic alcohols: Cha, J. K.; Christ, W. J.; Kishi, Y. Tetrahedron 1984, 40, 2247-2255.
    • (1984) Tetrahedron , vol.40 , pp. 2247-2255
    • Cha, J.K.1    Christ, W.J.2    Kishi, Y.3
  • 34
    • 67650563831 scopus 로고
    • Several examples of selective deiodination in the presence of chlorine atoms under radical conditions are known, but there are few examples of vicinal iodochlorides in this reaction. For one example, see
    • Several examples of selective deiodination in the presence of chlorine atoms under radical conditions are known, but there are few examples of vicinal iodochlorides in this reaction. For one example, see: Katsushima, T.; Yamaguchi, R.; Iemura, S.; Kawanisi, M. Bull. Chem. Soc. Jpn. 1980, 53, 3324-3328.
    • (1980) Bull. Chem. Soc. Jpn. , vol.53 , pp. 3324-3328
    • Katsushima, T.1    Yamaguchi, R.2    Iemura, S.3    Kawanisi, M.4
  • 35
    • 67650546881 scopus 로고    scopus 로고
    • Full characterization of 21, the C11-epimer of 19, including J-based configurational analysis, further supports the stereochemical assignment of 19, 20, and 4. See Supporting Information for details.
    • Full characterization of 21, the C11-epimer of 19, including J-based configurational analysis, further supports the stereochemical assignment of 19, 20, and 4. See Supporting Information for details.
  • 36
    • 67650549646 scopus 로고    scopus 로고
    • The name danicalipin A was chosen based on its similarity to malhamensilipin A, which derives from P. malhamensis. Presumably, the other chlorosulfolipids of O. danica might be named danicalipins B, C, D, etc.
    • The name danicalipin A was chosen based on its similarity to malhamensilipin A, which derives from P. malhamensis. Presumably, the other chlorosulfolipids of O. danica might be named danicalipins B, C, D, etc.
  • 37
    • 0142010906 scopus 로고    scopus 로고
    • For a review of methods to obtain long-range heteronuclear coupling constants, see:
    • For a review of methods to obtain long-range heteronuclear coupling constants, see: (a) Marquez, B. L.; Gerwick, W. H.; Williamson, R. T. Magn. Reson. Chem. 2001, 39, 499-530.
    • (2001) Magn. Reson. Chem. , vol.39 , pp. 499-530
    • Marquez, B.L.1    Gerwick, W.H.2    Williamson, R.T.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.