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Volumn 125, Issue 30, 2003, Pages 9032-9034

Total synthesis of anti-HIV agent chloropeptin I

Author keywords

[No Author keywords available]

Indexed keywords

ANTIRETROVIRUS AGENT; ANTIVIRUS AGENT; CHLOROPEPTIN I; NATURAL PRODUCT;

EID: 0041365858     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja030249r     Document Type: Article
Times cited : (168)

References (34)
  • 11
    • 0031585078 scopus 로고    scopus 로고
    • For selected previous synthetic studies, see: (a) Gurjar, M. K.; Tripathy, N. K. Tetrahedron Lett. 1997, 38, 2163-2166. (b) Carbonelle, A.-C.; Zamora, E. G.; Beugelmans, R.; Roussi, G. Tetrahedron Lett. 1998, 39, 4471-4472. (c) Elder, A. M.; Rich, D. H. Org. Lett. 1999, 1, 1443-1446. (d) Kai, T.; Kajimoto, N.; Konda, Y.; Harigaya, Y.; Takayanagi, H. Tetrahedron 1999, 55, 5089-5112.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 2163-2166
    • Gurjar, M.K.1    Tripathy, N.K.2
  • 12
    • 0032543504 scopus 로고    scopus 로고
    • For selected previous synthetic studies, see: (a) Gurjar, M. K.; Tripathy, N. K. Tetrahedron Lett. 1997, 38, 2163-2166. (b) Carbonelle, A.-C.; Zamora, E. G.; Beugelmans, R.; Roussi, G. Tetrahedron Lett. 1998, 39, 4471-4472. (c) Elder, A. M.; Rich, D. H. Org. Lett. 1999, 1, 1443-1446. (d) Kai, T.; Kajimoto, N.; Konda, Y.; Harigaya, Y.; Takayanagi, H. Tetrahedron 1999, 55, 5089-5112.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 4471-4472
    • Carbonelle, A.-C.1    Zamora, E.G.2    Beugelmans, R.3    Roussi, G.4
  • 13
    • 0033523812 scopus 로고    scopus 로고
    • For selected previous synthetic studies, see: (a) Gurjar, M. K.; Tripathy, N. K. Tetrahedron Lett. 1997, 38, 2163-2166. (b) Carbonelle, A.-C.; Zamora, E. G.; Beugelmans, R.; Roussi, G. Tetrahedron Lett. 1998, 39, 4471-4472. (c) Elder, A. M.; Rich, D. H. Org. Lett. 1999, 1, 1443-1446. (d) Kai, T.; Kajimoto, N.; Konda, Y.; Harigaya, Y.; Takayanagi, H. Tetrahedron 1999, 55, 5089-5112.
    • (1999) Org. Lett. , vol.1 , pp. 1443-1446
    • Elder, A.M.1    Rich, D.H.2
  • 14
    • 0031585078 scopus 로고    scopus 로고
    • For selected previous synthetic studies, see: (a) Gurjar, M. K.; Tripathy, N. K. Tetrahedron Lett. 1997, 38, 2163-2166. (b) Carbonelle, A.-C.; Zamora, E. G.; Beugelmans, R.; Roussi, G. Tetrahedron Lett. 1998, 39, 4471-4472. (c) Elder, A. M.; Rich, D. H. Org. Lett. 1999, 1, 1443-1446. (d) Kai, T.; Kajimoto, N.; Konda, Y.; Harigaya, Y.; Takayanagi, H. Tetrahedron 1999, 55, 5089-5112.
    • (1999) Tetrahedron , vol.55 , pp. 5089-5112
    • Kai, T.1    Kajimoto, N.2    Konda, Y.3    Harigaya, Y.4    Takayanagi, H.5
  • 15
    • 0041872473 scopus 로고    scopus 로고
    • See the Supporting Information for details
    • See the Supporting Information for details.
  • 19
    • 0042373481 scopus 로고    scopus 로고
    • note
    • Abbreviations: DEPBT = 3-(diethyloxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one, EDC = 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide, HATU = 2-(1-H-7-azabenzotriazol)-1,1,3,3-methyluronium hexafluorophosphate, HOAt = 1-hydroxy-7-azabenzotriazole.
  • 20
    • 0041872471 scopus 로고    scopus 로고
    • note
    • Details will be disclosed later in the full account of this work.
  • 30
    • 0042373479 scopus 로고    scopus 로고
    • note
    • A significant byproduct in the Cu-mediated reaction relates to formation of phenol derived from the boronic acid; none of the corresponding methyl ether is detected, however. This observation is in contrast to a previous hypothesis (ref 17a) that phenol formation arises from reaction of adventitious water.
  • 34
    • 0041371718 scopus 로고    scopus 로고
    • note
    • 1H NMR (see the Supporting Information).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.