메뉴 건너뛰기




Volumn 348, Issue 15, 2006, Pages 2125-2132

Efficient access to conjugated dienones and diene-diones from propargylic alcohols and enolizable ketones: A tandem isomerization/condensation process catalyzed by the sixteen-electron allyl-ruthenium(II) complex [Ru(η3-2-C3H4Me)(CO)(dppf)] [SbF 6]

Author keywords

Aldol condensation; Dienones; Enals; Isomerization; Propargylic alcohols; Ruthenium

Indexed keywords


EID: 33750524263     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200606162     Document Type: Article
Times cited : (43)

References (35)
  • 8
    • 17844369291 scopus 로고    scopus 로고
    • (Ed.: S.-I. Murahashi), Wiley-VCH, Weinheim
    • For books covering this field see: a) Ruthenium in Organic Synthesis, (Ed.: S.-I. Murahashi), Wiley-VCH, Weinheim, 2004;
    • (2004) Ruthenium in Organic Synthesis
  • 9
    • 15744379429 scopus 로고    scopus 로고
    • (Eds.: C. Bruneau, P. H. Dixneuf), Springer, Berlin
    • b) Ruthenium Catalysts and Fine Chemistry, (Eds.: C. Bruneau, P. H. Dixneuf), Springer, Berlin, 2004.
    • (2004) Ruthenium Catalysts and Fine Chemistry
  • 11
    • 33645971054 scopus 로고    scopus 로고
    • in: Curr. Org. Chem. 2006, 10, 113-225 (a thematic issue devoted to this topic).
    • (2006) Curr. Org. Chem. , vol.10 , pp. 113-225
  • 12
    • 0026418434 scopus 로고
    • For reviews on atom-economical processes see: a) B. M. Trost, Science 1991, 254, 1471-1477;
    • (1991) Science , vol.254 , pp. 1471-1477
    • Trost, B.M.1
  • 23
    • 33750497281 scopus 로고    scopus 로고
    • note
    • 2H is not present in the reaction media.
  • 24
    • 84989085007 scopus 로고
    • CH = 6-8 (trans) vs. 2-4 Hz (cis)]; see: U. Vögeli, W. V. Philipsborn, Org. Magn. Reson. 1975, 7, 617-627). Moreover, the structures of dienones 5 and 9 were unambiguously confirmed by single-crystal X-ray diffraction methods (details are given in the Supporting Information).
    • (1975) Org. Magn. Reson. , vol.7 , pp. 617-627
    • Vögeli, U.1    Philipsborn, W.V.2
  • 25
    • 33750519898 scopus 로고    scopus 로고
    • note
    • 2H, complex 1 is not able to catalyze the propargylic substitution of propargylic alcohols 2 with acetone or related carbonyl compounds, the only products formed in these reactions being the corresponding enals derived from the Meyer-Schuster rearrangement of the alkynols.
  • 26
    • 33750519678 scopus 로고    scopus 로고
    • note
    • The mechanism, as well as the scope, of such an unusual olefination reaction is still unknown, being actually under active investigation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.