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Volumn 14, Issue 14, 2008, Pages 4157-4159

Asymmetric total synthesis of PDIM A: A virulence factor of Mycobacterium tuberculosis

Author keywords

Alkyne addition; Asymmetric synthesis; Conjugate addition; Hydrosilylation; Mycobacterium tuberculosis

Indexed keywords

ALKYNE ADDITION; ASYMMETRIC SYNTHESIS; CONJUGATE ADDITION; HYDROSILYLATION; MYCOBACTERIUM TUBERCULOSIS;

EID: 53549111870     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200800243     Document Type: Article
Times cited : (33)

References (40)
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    • World Health Organization, WHO Report 2007, Global Tuberculosis Control: Surveillance, Planning, Financing (http://www.who.int/ tb/publications/global_report/2007/pdf/full.pdf).
    • b) World Health Organization, WHO Report 2007, Global Tuberculosis Control: Surveillance, Planning, Financing (http://www.who.int/ tb/publications/global_report/2007/pdf/full.pdf).
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    • For a recent discussion on the importance of structural confirmation by total synthesis, see
    • For a recent discussion on the importance of structural confirmation by total synthesis, see: K. C. Nicolau, S. A. Snyder, Angew. Chem. 2005, 117, 1036-1069;
    • (2005) Angew. Chem , vol.117 , pp. 1036-1069
    • Nicolau, K.C.1    Snyder, S.A.2
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    • Angew. Chem. Int. Ed. 2005, 44, 1012-1044.
    • (2005) Angew. Chem. Int. Ed , vol.44 , pp. 1012-1044
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    • for a recent review on tandem transformations triggered by conjugate additions, see
    • e) for a recent review on tandem transformations triggered by conjugate additions, see: H. C. Guo, J. A. Ma, Angew. Chem. 2006 118, 362-375;
    • (2006) Angew. Chem , vol.118 , pp. 362-375
    • Guo, H.C.1    Ma, J.A.2
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    • 30444443444 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 354-366;
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 354-366
  • 25
    • 0033935279 scopus 로고    scopus 로고
    • for the use of phosphoramidites in catalytic conjugate additions, see
    • f) for the use of phosphoramidites in catalytic conjugate additions, see: B. L. Feringa, Acc. Chem. Res. 2000, 33, 346-353.
    • (2000) Acc. Chem. Res , vol.33 , pp. 346-353
    • Feringa, B.L.1
  • 27
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    • the hydrosilylation-oxidation strategy was used in the total synthesis of Spectaline
    • a) B. M. Trost, Z. T. Ball, K. M. Laemmerhold, J. Am. Chem. Soc. 2005, 127, 10028-10038 (the hydrosilylation-oxidation strategy was used in the total synthesis of Spectaline);
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 10028-10038
    • Trost, B.M.1    Ball, Z.T.2    Laemmerhold, K.M.3
  • 29
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    • 13C NMR (see Supporting Information).
    • 13C NMR (see Supporting Information).
  • 30
    • 53549092648 scopus 로고    scopus 로고
    • 19FNMR spectroscopy of the corresponding Mosher esters (see Supporting Information).
    • 19FNMR spectroscopy of the corresponding Mosher esters (see Supporting Information).
  • 39
    • 53549086568 scopus 로고    scopus 로고
    • It is reported (ref. [21]) that, for a pair of diastereoisomers, the signals of the α-hydroxy carbons appear at higher field for the antidiols than for the syn-diols. For anti-18 these signals appear at δ = 69.3 and 69.4 ppm and for syn-18, al δ = 73.2 and 73.3 ppm (see Supporting Information).
    • It is reported (ref. [21]) that, for a pair of diastereoisomers, the signals of the α-hydroxy carbons appear at higher field for the antidiols than for the syn-diols. For anti-18 these signals appear at δ = 69.3 and 69.4 ppm and for syn-18, al δ = 73.2 and 73.3 ppm (see Supporting Information).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.