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Volumn 69, Issue 5, 2004, Pages 1603-1606

A Photochemical Approach to the Galanthan Ring System

Author keywords

[No Author keywords available]

Indexed keywords

NITROGEN; SYNTHESIS (CHEMICAL);

EID: 1442275487     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0356560     Document Type: Article
Times cited : (28)

References (33)
  • 1
    • 77957033352 scopus 로고
    • Brossi, A., Ed.; Academic Press: New York
    • For excellent reviews of lycorine-type alkaloid syntheses, see: (a) Martin, S. F. In The Alkaloids; Brossi, A., Ed.; Academic Press: New York, 1987; Vol. 30, pp 251-376.
    • (1987) The Alkaloids , vol.30 , pp. 251-376
    • Martin, S.F.1
  • 2
    • 77956708370 scopus 로고    scopus 로고
    • Cordell, G. A., Ed.; Academic Press: New York
    • (b) Hoshino, O. In The Alkaloids; Cordell, G. A., Ed.; Academic Press: New York, 1998; Vol. 51, pp 323-423.
    • (1998) The Alkaloids , vol.51 , pp. 323-423
    • Hoshino, O.1
  • 26
    • 1442292529 scopus 로고    scopus 로고
    • note
    • One of the two minor products is clearly the geometric isomer of 11. Heating a mixture of the two minor products in dilute HCl causes the appearance of 11 at the expense of this component as determined by following the reaction with TLC and NMR analysis. The other minor product has the NMR characteristics of the isomer of 10 with a trans ring fusion.
  • 27
    • 1442292528 scopus 로고    scopus 로고
    • note
    • The loss of regioselectivity with 2,4-pentanedione is not unexpected since the hydrogen-bonded enol tautomer with its symmetrically delocalized π-system represents essentially a nonpolarized alkene.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.