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Volumn 118, Issue 32, 1996, Pages 7644-7645

Synthesis of (±)-allocyathin B2 and (+)-erinacine A

Author keywords

[No Author keywords available]

Indexed keywords

ALLOCYATHIN; DITERPENE; ERINACINE A; UNCLASSIFIED DRUG;

EID: 0029764831     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9615379     Document Type: Article
Times cited : (64)

References (43)
  • 11
    • 0019813172 scopus 로고
    • For unsuccessful approaches to cyathins, see: (a) Ayer, W. A.; Ward, D. E.; Browne, L. M.; Delbaere, L. T. J.; Hoyano, Y. Can. J. Chem. 1981, 59, 2665. (b) Ward, D. E. Can. J. Chem. 1987, 65, 2380. Dahnke, K. R.; Paquette, L. A. J. Org. Chem. 1994, 59, 885.
    • (1981) Can. J. Chem. , vol.59 , pp. 2665
    • Ayer, W.A.1    Ward, D.E.2    Browne, L.M.3    Delbaere, L.T.J.4    Hoyano, Y.5
  • 12
    • 0000718903 scopus 로고
    • For unsuccessful approaches to cyathins, see: (a) Ayer, W. A.; Ward, D. E.; Browne, L. M.; Delbaere, L. T. J.; Hoyano, Y. Can. J. Chem. 1981, 59, 2665. (b) Ward, D. E. Can. J. Chem. 1987, 65, 2380. Dahnke, K. R.; Paquette, L. A. J. Org. Chem. 1994, 59, 885.
    • (1987) Can. J. Chem. , vol.65 , pp. 2380
    • Ward, D.E.1
  • 13
    • 0028353349 scopus 로고
    • For unsuccessful approaches to cyathins, see: (a) Ayer, W. A.; Ward, D. E.; Browne, L. M.; Delbaere, L. T. J.; Hoyano, Y. Can. J. Chem. 1981, 59, 2665. (b) Ward, D. E. Can. J. Chem. 1987, 65, 2380. Dahnke, K. R.; Paquette, L. A. J. Org. Chem. 1994, 59, 885.
    • (1994) J. Org. Chem. , vol.59 , pp. 885
    • Dahnke, K.R.1    Paquette, L.A.2
  • 22
  • 28
    • 9444235078 scopus 로고    scopus 로고
    • note
    • 2) gave a keto acid whose structure was established by X-ray crystallography.
  • 30
    • 9444269813 scopus 로고    scopus 로고
    • note
    • 6ax. Molecular mechanics calculations indicate that 16 is rigid and that the pseudo equatorial α′ proton that is long-range-coupled to the α proton with J = 1.0 Hz should be vicinally coupled to CHOSi with a small coupling constant (1.5 Hz), as is observed. In the diastereomer of 16, the pseudo equatorial α′ proton would be vicinally coupled to CHOSi with a large coupling constant.
  • 35
    • 9444281429 scopus 로고    scopus 로고
    • note
    • 20b the observed value for 17 is consistent with a 2,4-cycloheptadienone.
  • 37
    • 9444246957 scopus 로고    scopus 로고
    • note
    • 2, erinacine A, and erinacine A triacetate.
  • 41
    • 9444220775 scopus 로고    scopus 로고
    • note
    • All synthetic compounds are racemic except for 2 and 20-22.
  • 42
    • 9444226468 scopus 로고    scopus 로고
    • note
    • 28


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.