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Volumn 52, Issue 32, 1996, Pages 10609-10630

Synthetic studies on virantmycin. 1. Total synthesis of (±)-virantmycin and determination of its relative stereochemistry

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; VIRANTMYCIN;

EID: 15844409180     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00609-6     Document Type: Article
Times cited : (45)

References (42)
  • 1
    • 85030207967 scopus 로고    scopus 로고
    • note
    • 1. This work was almost carried out at Hokkaido University.
  • 8
    • 0025046452 scopus 로고
    • (b) Idem Tetrahedron 1990, 46, 4587-4594.
    • (1990) Tetrahedron , vol.46 , pp. 4587-4594
  • 11
    • 0012045646 scopus 로고
    • (c) Idem Synlett 1991, 201-203.
    • (1991) Synlett , pp. 201-203
  • 27
    • 33845373924 scopus 로고
    • 14. This phosphonate 16 was prepared from commercially available methyl bis(2,2,2-trifluoroethyl)phosphonoacetate by alkylation (NaH, EtI, DMSO, rt, 2 d, 85%). See: Marshall, J. A.; DeHoff, B. S.; Cleary, D. G. J. Org. Chem. 1986, 51, 1735-1741.
    • (1986) J. Org. Chem. , vol.51 , pp. 1735-1741
    • Marshall, J.A.1    DeHoff, B.S.2    Cleary, D.G.3
  • 30
    • 0000791380 scopus 로고
    • 17. It is well known that a ring opening of aziridines proceeds with inversion like epoxides. See: (a) Paris, O. E.; Fanta, P. E. J. Am. Chem. Soc. 1952, 74, 3007-3010.
    • (1952) J. Am. Chem. Soc. , vol.74 , pp. 3007-3010
    • Paris, O.E.1    Fanta, P.E.2
  • 40
    • 85030202638 scopus 로고    scopus 로고
    • note
    • 22. Analogously, the protons involved in the pyrrolidine or piperidine ring moieties of 35-37 and 40-46 showed chemical shifts and coupling constants similar to those obtained for the protons in these ring systems of the corresponding model compounds 18-27. See experimental section.
  • 41
    • 84984929707 scopus 로고
    • and references cited therein
    • 23. For energetic investigations on ring inversion in cyclohexene and related molecules, see: Anet, F. A. L.; Freedberg, D. I.; Storer, J. W.; Houk, K. N. J. Am. Chem. Soc. 1992, 114, 10969-10971 and references cited therein.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 10969-10971
    • Anet, F.A.L.1    Freedberg, D.I.2    Storer, J.W.3    Houk, K.N.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.