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Volumn 127, Issue 33, 2005, Pages 11606-11607

Ruthenium-catalyzed cycloisomerization of cis-3-en-1-ynes to cyclopentadiene and related derivatives through a 1,5-sigmatropic hydrogen shift of ruthenium vinylidene intermediates

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTADIENE DERIVATIVE; RUTHENIUM; VINYL DERIVATIVE;

EID: 23944457342     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja053674o     Document Type: Article
Times cited : (69)

References (32)
  • 9
    • 0001373505 scopus 로고
    • Trost, B. M., Fleming. I., Eds.; Pergamon Press: Oxford
    • (a) Hudlicky, T.; Reed, J. W. In Comprehensive Organic Synthesis; Trost, B. M., Fleming. I., Eds.; Pergamon Press: Oxford, 1991; Vol. 5, Part 8.1. p 899.
    • (1991) Comprehensive Organic Synthesis , vol.5 , Issue.PART 8.1 , pp. 899
    • Hudlicky, T.1    Reed, J.W.2
  • 22
    • 33645485553 scopus 로고    scopus 로고
    • note
    • 1H NOE spectra of compounds 3, 5, 37, and 39 and X-ray diffraction studies of compounds 29 and 33 are provided in Supporting Information.
  • 23
    • 16244409806 scopus 로고    scopus 로고
    • and our related work cited therein
    • For formation of metal-vinyliclene intermediates using this catalyst, see: Lian, J.-J.; Odedra, A.; Wu, C.-J.; Liu, R.-S. J. Am. Chem. Soc. 2005, 127, 4186 and our related work cited therein.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 4186
    • Lian, J.-J.1    Odedra, A.2    Wu, C.-J.3    Liu, R.-S.4
  • 24
    • 33645478906 scopus 로고    scopus 로고
    • note
    • Substituted cyclopentadienes readily undergo a [1,5]-hydrogen shift and form several regioisomers. In this study, the aromatic substituent of cyclized products tends to conjugate with diene functionality to give one single regioisomer. which is inactive toward intramolecular [4+2]-cycloaddition under catalytic conditions.
  • 25
    • 33645478556 scopus 로고    scopus 로고
    • note
    • 9
  • 26
    • 33645482473 scopus 로고    scopus 로고
    • note
    • b-H proton content was decreased to 0.55H and 0.46H, respectively.
  • 30
    • 0034250675 scopus 로고    scopus 로고
    • For metal-catalyzed reactions of 3-en-1-ynes, see (a) Saito, S.; Yamamoto, Y. Chem. Rev. 2000, 100, 2901.
    • (2000) Chem. Rev. , vol.100 , pp. 2901
    • Saito, S.1    Yamamoto, Y.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.