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Volumn 692, Issue 1-3, 2007, Pages 562-568

W(CO)5(L)-catalyzed 6-endo-selective cyclization and formal Cope rearrangement of allenyl silyl enol ethers

Author keywords

Allene; Cope rearrangement; Cyclization; Electrophilic activation; Tungsten

Indexed keywords

CATALYST ACTIVITY; MOLECULAR DYNAMICS; ORGANOMETALLICS; REACTION KINETICS; SILICON COMPOUNDS; TUNGSTEN COMPOUNDS;

EID: 33845650734     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2006.08.037     Document Type: Article
Times cited : (6)

References (39)
  • 1
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    • Krause N., and Hashmi A.S.K. (Eds), Wiley-VCH
    • In: Krause N., and Hashmi A.S.K. (Eds). Modern Allene Chemistry vol. 2 (2004), Wiley-VCH
    • (2004) Modern Allene Chemistry , vol.2
  • 2
    • 22944485617 scopus 로고    scopus 로고
    • and references cited therein
    • Ma S. Chem. Rev. 105 (2005) 2829 and references cited therein
    • (2005) Chem. Rev. , vol.105 , pp. 2829
    • Ma, S.1
  • 8
    • 0000610088 scopus 로고
    • For selected examples of the palladium-catalyzed cyclization of allenes bearing carbon nucleophiles via π-allyl complexes, see:
    • For selected examples of the palladium-catalyzed cyclization of allenes bearing carbon nucleophiles via π-allyl complexes, see:. Ahmar M., Cazes B., and Gore J. Tetrahedron Lett. 26 (1985) 3795
    • (1985) Tetrahedron Lett. , vol.26 , pp. 3795
    • Ahmar, M.1    Cazes, B.2    Gore, J.3
  • 16
    • 28844458694 scopus 로고    scopus 로고
    • For Au(I)-catalyzed cyclization reactions of allenylic ester intermediates generated by [3,3]-rearrangement of propargylic esters, see:
    • For Au(I)-catalyzed cyclization reactions of allenylic ester intermediates generated by [3,3]-rearrangement of propargylic esters, see:. Zhang L. J. Am. Chem. Soc. 127 (2005) 16804
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 16804
    • Zhang, L.1
  • 25
    • 33845613095 scopus 로고    scopus 로고
    • note
    • A part of this work appeared as preliminary communications, see Ref. [5f,5g].
  • 26
    • 33845668996 scopus 로고    scopus 로고
    • note
    • 2O. This is probably due to the slower rate of hydrolysis of the silyloxonium intermediate (see Scheme 1, B).
  • 27
    • 0006427890 scopus 로고
    • For reviews dealing with of acetylenic or allenic Cope rearrangement, see:. Patai S. (Ed), J. Wiley and Sons Part 2
    • For reviews dealing with of acetylenic or allenic Cope rearrangement, see:. Huntsman W.D. In: Patai S. (Ed). The Chemistry of Ketenes, Allenes and Related Compounds (1980), J. Wiley and Sons 582-643 Part 2
    • (1980) The Chemistry of Ketenes, Allenes and Related Compounds , pp. 582-643
    • Huntsman, W.D.1
  • 33
    • 0007164085 scopus 로고
    • For example of ring-expansion reaction of thermal allenyl Cope rearrangement, see:
    • For example of ring-expansion reaction of thermal allenyl Cope rearrangement, see:. Vedejs E., and Cammers-Goodwin A. J. Org. Chem. 59 (1994) 7541
    • (1994) J. Org. Chem. , vol.59 , pp. 7541
    • Vedejs, E.1    Cammers-Goodwin, A.2
  • 34
    • 33845678937 scopus 로고    scopus 로고
    • note
    • The geometry of 7 was not determined.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.