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Volumn 34, Issue 2, 2005, Pages 174-175

Platinum-catalyzed tandem carboalkoxylation-claisen rearrangement of arylalkynes bearing an ortho-1,5-dihydro-3H-2,4-dioxepine group

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE DERIVATIVE; OXEPINE DERIVATIVE; PLATINUM;

EID: 17844365826     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2005.174     Document Type: Article
Times cited : (8)

References (16)
  • 1
    • 2942549445 scopus 로고    scopus 로고
    • ed. by E. Negishi, John Wiley & Sons, New York
    • For reviews, a) H.-G. Schmalz, in "Handbook of Organopalladium Chemistry for Organic Synthesis," ed. by E. Negishi, John Wiley & Sons, New York (2000), p 2377. b) E. Negishi and C. Coperet, in "Handbook of Organopalladium Chemistry for Organic Synthesis," ed. by E. Negishi, John Wiley & Sons, New York (2000), p 1431. c) S. Braese and A. de Meijere, in "Handbook of Organopalladium Chemistry for Organic Synthesis," ed. by E. Negishi, John Wiley & Sons, New York (2000), p 1369.
    • (2000) Handbook of Organopalladium Chemistry for Organic Synthesis , pp. 2377
    • Schmalz, H.-G.1
  • 2
    • 33644767660 scopus 로고    scopus 로고
    • ed. by E. Negishi, John Wiley & Sons, New York
    • For reviews, a) H.-G. Schmalz, in "Handbook of Organopalladium Chemistry for Organic Synthesis," ed. by E. Negishi, John Wiley & Sons, New York (2000), p 2377. b) E. Negishi and C. Coperet, in "Handbook of Organopalladium Chemistry for Organic Synthesis," ed. by E. Negishi, John Wiley & Sons, New York (2000), p 1431. c) S. Braese and A. de Meijere, in "Handbook of Organopalladium Chemistry for Organic Synthesis," ed. by E. Negishi, John Wiley & Sons, New York (2000), p 1369.
    • (2000) Handbook of Organopalladium Chemistry for Organic Synthesis , pp. 1431
    • Negishi, E.1    Coperet, C.2
  • 3
    • 2342572058 scopus 로고    scopus 로고
    • ed. by E. Negishi, John Wiley & Sons, New York
    • For reviews, a) H.-G. Schmalz, in "Handbook of Organopalladium Chemistry for Organic Synthesis," ed. by E. Negishi, John Wiley & Sons, New York (2000), p 2377. b) E. Negishi and C. Coperet, in "Handbook of Organopalladium Chemistry for Organic Synthesis," ed. by E. Negishi, John Wiley & Sons, New York (2000), p 1431. c) S. Braese and A. de Meijere, in "Handbook of Organopalladium Chemistry for Organic Synthesis," ed. by E. Negishi, John Wiley & Sons, New York (2000), p 1369.
    • (2000) Handbook of Organopalladium Chemistry for Organic Synthesis , pp. 1369
    • Braese, S.1    De Meijere, A.2
  • 7
    • 17844395544 scopus 로고    scopus 로고
    • note
    • 2 (13.3mg, 0.05 mmol) and β-pinene (27.2 mg, 0.2 mmol) in acetonitrile (2 mL) was added 1 (0.5 mmol) under argon atmosphere in a Wheaton microreactor. After heating at 100°C for 17-90 h, the reaction mixture was filtered through a short alumina column using hexane/ethyl acetate (4/1) as an eluent. Purification of the crude product by silica-gel column chromatography using hexane/ethyl acetate (49/1) as an eluent afforded 2.
  • 8
    • 17844397815 scopus 로고    scopus 로고
    • note
    • The reason for the activation of the carboalkoxylation reaction by β-pinene is not clear at present. See also Ref. 3b.
  • 9
    • 17844366167 scopus 로고    scopus 로고
    • note
    • Crystallographic data of 2f have been deposited with Cambridge Crystallographic Data Centre (CCDC) as supplementary publication no. CCDC-256881. Copies of the data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK; fax: +44 1223 336033; or deposit@ ccdc.cam.ac.uk).
  • 12
    • 17844380598 scopus 로고    scopus 로고
    • note
    • The intermediate 8 was not isolated under the reaction conditions as above.
  • 14
    • 4344610661 scopus 로고    scopus 로고
    • For recent reviews, a) A. M. M. Castro, Chem. Rev., 104, 2939 (2004). b) M. Hiersemann and L. Abraham, Eur. J. Org. Chem., 2002, 1461 (2002).
    • (2004) Chem. Rev. , vol.104 , pp. 2939
    • Castro, A.M.M.1
  • 15
    • 0036090871 scopus 로고    scopus 로고
    • For recent reviews, a) A. M. M. Castro, Chem. Rev., 104, 2939 (2004). b) M. Hiersemann and L. Abraham, Eur. J. Org. Chem., 2002, 1461 (2002).
    • (2002) Eur. J. Org. Chem. , vol.2002 , pp. 1461
    • Hiersemann, M.1    Abraham, L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.