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Volumn 52, Issue 32, 1996, Pages 10631-10652

Synthetic studies on virantmycin. 2. Total synthesis of unnatural (+)-virantmycin and determination of its absolute stereochemistry

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; VIRANTMYCIN;

EID: 0030570874     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00608-4     Document Type: Article
Times cited : (40)

References (41)
  • 1
    • 85030202190 scopus 로고    scopus 로고
    • note
    • 1. This work was carried out at Hokkaido University.
  • 8
    • 0000345657 scopus 로고
    • 6. When we began the studies on asymmetric synthesis of virantmycin, its relative and absolute stereochemistry was unknown. For our preliminary communication, see: Morimoto, Y.; Oda, K.; Shirahama, H.; Matsumoto, T.; Omura, S. Chem. Lett. 1988, 909-912.
    • (1988) Chem. Lett. , pp. 909-912
    • Morimoto, Y.1    Oda, K.2    Shirahama, H.3    Matsumoto, T.4    Omura, S.5
  • 10
    • 85082943077 scopus 로고
    • 8. For a review on wide applications of the Sharpless epoxidation to organic syntheses, see: Pfenninger, A. Synthesis 1986, 89-116.
    • (1986) Synthesis , pp. 89-116
    • Pfenninger, A.1
  • 12
    • 0000560517 scopus 로고
    • 10. For activation of 6-endo over 5-exo hydroxy epoxide openings, see: (a) Nicolaou, K. C.; Prasad, C. V. C.; Somers, P. K.; Hwang, C.-K. J. Am. Chem. Soc. 1989, 111, 5330-5334. For activation of 7-endo over 6-exo epoxide openings, see:
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 5330-5334
    • Nicolaou, K.C.1    Prasad, C.V.C.2    Somers, P.K.3    Hwang, C.-K.4
  • 13
    • 33845185491 scopus 로고
    • (b) Idem ibid. 1989, 111, 5335-5340.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 5335-5340
  • 19
    • 85030205159 scopus 로고    scopus 로고
    • note
    • 15. Concerning chemical shifts of the vinyl protons in trisubstituted α, β-unsaturated esters, (E)-isomers appear generally in much lower field than its (Z)-isomers. See ref. 5.
  • 30
    • 85030200085 scopus 로고    scopus 로고
    • note
    • 3b
  • 36
    • 85030203837 scopus 로고    scopus 로고
    • note
    • 28. The optical rotation of natural (-)-1 was reexamined and this value was obtained.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.