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Volumn 26, Issue 15, 2007, Pages 3860-3867

Contrasteric regiocontrol in rhodium-catalyzed hydrogenative couplings of nonsymmetric 1,3-diynes to ethyl glyoxalate

Author keywords

[No Author keywords available]

Indexed keywords

HETEROATOM SUBSTITUTION; HYDROGENATIVE COUPLINGS; REGIOCHEMISTRY; REGIOCONTROL;

EID: 34547446662     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om7003089     Document Type: Article
Times cited : (12)

References (52)
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    • (d) Nozaki, K. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds. Springer-Verlag: Berlin, 1999; Vol. 1, p 381.
    • (1999) Comprehensive Asymmetric Catalysis , vol.1 , pp. 381
    • Nozaki, K.1
  • 9
    • 0037176242 scopus 로고    scopus 로고
    • For hydrogen-mediated reductive aldol couplings, see: a
    • For hydrogen-mediated reductive aldol couplings, see: (a) Jang, H.-Y.; Huddleston, R. R.; Krische, M. J. J. Am. Chem. Soc. 2002, 124, 15156.
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 15156
    • Jang, H.-Y.1    Huddleston, R.R.2    Krische, M.J.3
  • 16
    • 0141649629 scopus 로고    scopus 로고
    • For hydrogen-mediated couplings of conjugated alkenes to carbonyl compounds, see: a
    • For hydrogen-mediated couplings of conjugated alkenes to carbonyl compounds, see: (a) Jang, H.-Y.; Huddleston, R. R.; Krische, M. Angew. Chem., Int. Ed. 2003, 42, 4074.
    • (2003) Angew. Chem., Int. Ed , vol.42 , pp. 4074
    • Jang, H.-Y.1    Huddleston, R.R.2    Krische, M.3
  • 18
    • 0141534442 scopus 로고    scopus 로고
    • For hydrogen-mediated couplings of conjugated alkynes to carbonyl compounds and imines, see: a
    • For hydrogen-mediated couplings of conjugated alkynes to carbonyl compounds and imines, see: (a) Huddleston, R. R.; Jang, H.-Y. Krische, M. J. J. Am. Chem. Soc. 2003, 125, 11488.
    • (2003) J. Am. Chem. Soc , vol.125 , pp. 11488
    • Huddleston, R.R.1    Jang, H.-Y.2    Krische, M.J.3
  • 27
    • 3042597301 scopus 로고    scopus 로고
    • For hydrogen-mediated carbocyclizations, see: a
    • For hydrogen-mediated carbocyclizations, see: (a) Jang, H.-Y.; Krische, M. J. J. Am. Chem. Soc. 2004, 126, 7875.
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 7875
    • Jang, H.-Y.1    Krische, M.J.2
  • 30
    • 0000193074 scopus 로고    scopus 로고
    • Prior to our work, two isolated examples of hydrogen-mediated C-C bond formations not involving couplings to carbon monoxide were reported: (a) Molander, G. A.; Hoberg, J. O J. Am. Chem. Soc. 1992, 114, 3123.
    • Prior to our work, two isolated examples of hydrogen-mediated C-C bond formations not involving couplings to carbon monoxide were reported: (a) Molander, G. A.; Hoberg, J. O J. Am. Chem. Soc. 1992, 114, 3123.
  • 32
    • 34547433766 scopus 로고    scopus 로고
    • In refs 6a and 6f, regiochemistry of the tert-butyl-substituted diyne coupling products were incorrectly assigned. Coupling takes place proximal to the rert-butyl moiety of the nonsymmetric diyne possessing tertbutyl and phenyl termini. An Addition and Correction has been published
    • In refs 6a and 6f, regiochemistry of the tert-butyl-substituted diyne coupling products were incorrectly assigned. Coupling takes place proximal to the rert-butyl moiety of the nonsymmetric diyne possessing tertbutyl and phenyl termini. An "Addition and Correction" has been published.
  • 34
    • 0035897558 scopus 로고    scopus 로고
    • For reviews covering the use of ESI mass spectrometric analysis as applied to the characterization of catalytic reaction mechanisms, see: (a) Plattner, D. Int. J. Mass Specrom. 2001, 207, 125
    • For reviews covering the use of ESI mass spectrometric analysis as applied to the characterization of catalytic reaction mechanisms, see: (a) Plattner, D. Int. J. Mass Specrom. 2001, 207, 125.
  • 47
    • 33845379240 scopus 로고    scopus 로고
    • For leading references that encompass discussion of the relative abilities of C-C and C-H cr-bonds to stabilize positive charge via hyperconjugation, see: (a) Apeloig, Y, Arad, D. J. Am. Chem. Soc. 1985, 107, 5285
    • For leading references that encompass discussion of the relative abilities of C-C and C-H cr-bonds to stabilize positive charge via hyperconjugation, see: (a) Apeloig, Y.; Arad, D. J. Am. Chem. Soc. 1985, 107, 5285.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.