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Volumn 125, Issue 48, 2003, Pages 14702-14703

Enantioselective Total Synthesis of the Potent Antitumor Agent (-)-Mucocin Using a Temporary Silicon-Tethered Ring-Closing Metathesis Cross-Coupling Reaction

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; MUCOCIN; SILICON;

EID: 0344861903     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0384734     Document Type: Article
Times cited : (126)

References (29)
  • 6
    • 0030857706 scopus 로고    scopus 로고
    • For alternative synthetic approaches to the 3-hydroxy 2,6-disubstituted tetrahydropyran ring of mucocin (1), see: (a) Evans, P. A.; Roseman, J. D. Tetrahedron Lett. 1997, 38, 5249.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 5249
    • Evans, P.A.1    Roseman, J.D.2
  • 11
    • 0000587503 scopus 로고
    • For examples of silicon-tethered ring-closing metathesis homo-coupling reactions, see: (a) Fu, G. C.; Grubbs, R. H. J. Am. Chem. Soc. 1992, 114, 7324.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 7324
    • Fu, G.C.1    Grubbs, R.H.2
  • 13
    • 0033582741 scopus 로고    scopus 로고
    • For examples of silicon-tethered ring-closing metathesis cross-coupling reactions, see: (a) Hoye, T. R.; Promo, M. A. Tetrahedron Lett. 1999, 40. 1429.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 1429
    • Hoye, T.R.1    Promo, M.A.2
  • 21
    • 0342900141 scopus 로고
    • For the ring opening of dioxirane, which leads to a regioisomeric mixture. see: Oppolzer, W.; Snowden, R. L. Tetrahedron Lett. 1976, 17, 4187.
    • (1976) Tetrahedron Lett. , vol.17 , pp. 4187
    • Oppolzer, W.1    Snowden, R.L.2
  • 26
    • 0032564609 scopus 로고    scopus 로고
    • and pertinent references therein
    • Evans, P. A.; Murthy, V. S. Tetrahedron Lett. 1998, 39, 9627 and pertinent references therein.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 9627
    • Evans, P.A.1    Murthy, V.S.2
  • 27
    • 0344975585 scopus 로고    scopus 로고
    • note
    • Extensive modification of the reported procedure was necessary to achieve optimum selectivity.
  • 28
    • 0037879286 scopus 로고    scopus 로고
    • The construction of trans-1,4-silaketals using ring-closing metathesis is known to be challenging, see: Evans, P. A.; Cui, J.; Buffone, G. P. Angew. Chem., Int. Ed. 2003, 42, 1734.
    • (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 1734
    • Evans, P.A.1    Cui, J.2    Buffone, G.P.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.