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Volumn 122, Issue 20, 2000, Pages 4915-4920

A rapid synthesis of hydroxymethylacylfulvene (HMAF) using the allenic Pauson-Khand reaction. A synthetic approach to either enantiomer of this illudane structure

Author keywords

[No Author keywords available]

Indexed keywords

6 HYDROXYMETHYLACYLFULVENE; ANTINEOPLASTIC AGENT; ILLUDIN M; ILLUDIN S; UNCLASSIFIED DRUG;

EID: 0034709394     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja000546l     Document Type: Article
Times cited : (61)

References (50)
  • 37
    • 0003065849 scopus 로고
    • Trost, B. M., Ed.; Pergamon Press: New York
    • We did not observe any product derived from the addition of the allenyl anion. For a review of the preparation and application of propargyl and allenyl organometallics, see: Yamamoto, H. In Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon Press: New York, 1991; Vol. 2, p 81.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 81
    • Yamamoto, H.1
  • 38
    • 0343228282 scopus 로고
    • Attempts to convert the methyl ketone 16 directly to the allene 19 using (1-bromovinyl)trimethylsilane under Peterson olefination conditions were not successful. (a) Hudrlik, P. F.; Kassim, A. M.; Agwaramgbo, E. L. O.; Doonquah, K. A.; Roberts, R. R.; Hudrlik, A. M. Organometallics 1993, 12, 2367. (b) Paquette, L. A.; Wells, G. J.; Horn, K. A.; Yan, T.-H. Tetrahedron 1983, 39, 913.
    • (1993) Organometallics , vol.12 , pp. 2367
    • Hudrlik, P.F.1    Kassim, A.M.2    Agwaramgbo, E.L.O.3    Doonquah, K.A.4    Roberts, R.R.5    Hudrlik, A.M.6
  • 39
    • 0000244166 scopus 로고
    • Attempts to convert the methyl ketone 16 directly to the allene 19 using (1-bromovinyl)trimethylsilane under Peterson olefination conditions were not successful. (a) Hudrlik, P. F.; Kassim, A. M.; Agwaramgbo, E. L. O.; Doonquah, K. A.; Roberts, R. R.; Hudrlik, A. M. Organometallics 1993, 12, 2367. (b) Paquette, L. A.; Wells, G. J.; Horn, K. A.; Yan, T.-H. Tetrahedron 1983, 39, 913.
    • (1983) Tetrahedron , vol.39 , pp. 913
    • Paquette, L.A.1    Wells, G.J.2    Horn, K.A.3    Yan, T.-H.4
  • 42
    • 0342358718 scopus 로고    scopus 로고
    • note
    • For analysis of the enantiomeric excesses the Mosher esters were synthesized by the following transformations. (equation presented)


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.