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Volumn 126, Issue 6, 2004, Pages 1624-1625

Remarkably Facile Hexatriene Electrocyclizations as a Route to Functionalized Cyclohexenones via Ring Expansion of Cyclobutenones

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; BUTANE; CYCLOALKENE; CYCLOBUTENONE DERIVATIVE; CYCLOHEXENE DERIVATIVE; CYCLOHEXENONE DERIVATIVE; FUNCTIONAL GROUP; KETONE; LITHIUM; SULFONE; UNCLASSIFIED DRUG;

EID: 1242269278     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0399066     Document Type: Article
Times cited : (60)

References (25)
  • 11
    • 37049116136 scopus 로고
    • Although benzocyclobutanones can be converted to tetralones by reaction with vinylmetal reagents, this process is driven by aromatization in the six-electron cyclization step and is limited to the benzo derivatives: (a) Arnold, B. J.; Sammes, P. G.; Wallace, T. W. J. Chem. Soc., Perkin Trans. 1 1974, 415-420.
    • (1974) J. Chem. Soc., Perkin Trans. 1 , pp. 415-420
    • Arnold, B.J.1    Sammes, P.G.2    Wallace, T.W.3
  • 14
    • 0000729612 scopus 로고
    • Trost, B. M.; Fleming, I.; Paquette, L. A.; Eds.; Pergamon Press: New York
    • For reviews on charge-accelerated processes, see: (a) Bronson, J. J.; Danheiser, R. L. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I.; Paquette, L. A.; Eds.; Pergamon Press: New York, 1991; Vol. 5, pp 999-1035.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 999-1035
    • Bronson, J.J.1    Danheiser, R.L.2
  • 17
    • 85039577125 scopus 로고    scopus 로고
    • note
    • See Supporting Information for details of the control experiments.
  • 18
    • 0000938909 scopus 로고
    • Trost, B. M.; Fleming, I.; Paquette, L. A.; Eds.; Pergamon Press: New York
    • Okamura, W. H.; De Lera, A. R. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I.; Paquette, L. A.; Eds.; Pergamon Press: New York, 1991; Vol. 5, pp 699-750.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 699-750
    • Okamura, W.H.1    De Lera, A.R.2
  • 20
    • 85039568588 scopus 로고    scopus 로고
    • note
    • Transformation 14→12 has also been accomplished under conditions that generated the (E)-enolate of 14.
  • 23
    • 0042076644 scopus 로고
    • α-Lithiated α,β-unsaturated sulfones are configurationally stable at temperatures below -60 °C: Kleijn, H.; Vermeer, P. J. Organomet. Chem. 1986, 302, 1-4.
    • (1986) J. Organomet. Chem. , vol.302 , pp. 1-4
    • Kleijn, H.1    Vermeer, P.2
  • 24
    • 0037024795 scopus 로고    scopus 로고
    • Reactions of unstabilized dienyllithium reagents and cyclobutenones were reported to form eight-membered rings: Hamura, T.; Tsuji, S.; Matsumoto, T.; Suzuki, K. Chem. Lett. 2002, 750-751. π-ERCs are involved in squaric acid cascade developed by Paquette: Paquette, L. A.; Morwick, T. M. J. Am. Chem. Soc. 1997, 119, 1230-1241.
    • (2002) Chem. Lett. , pp. 750-751
    • Hamura, T.1    Tsuji, S.2    Matsumoto, T.3    Suzuki, K.4
  • 25
    • 0030988970 scopus 로고    scopus 로고
    • Reactions of unstabilized dienyllithium reagents and cyclobutenones were reported to form eight-membered rings: Hamura, T.; Tsuji, S.; Matsumoto, T.; Suzuki, K. Chem. Lett. 2002, 750-751. π-ERCs are involved in squaric acid cascade developed by Paquette: Paquette, L. A.; Morwick, T. M. J. Am. Chem. Soc. 1997, 119, 1230-1241.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 1230-1241
    • Paquette, L.A.1    Morwick, T.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.