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Volumn 62, Issue 42, 2006, Pages 9872-9882

Cyanoesterification of norbornenes catalyzed by palladium: facile synthetic methodology to introduce cyano and ester functionalities via direct carbon-carbon bond cleavage of cyanoformates

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; ESTER DERIVATIVE; FORMIC ACID DERIVATIVE; NITRILE; NORBORNENE DERIVATIVE; PALLADIUM;

EID: 33748298869     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.08.025     Document Type: Article
Times cited : (66)

References (118)
  • 1
    • 11844273927 scopus 로고    scopus 로고
    • A recent review on C-C bond activation: and references cited therein
    • A recent review on C-C bond activation:. Jun C.-H. Chem. Soc. Rev. 33 (2004) 610-618 and references cited therein
    • (2004) Chem. Soc. Rev. , vol.33 , pp. 610-618
    • Jun, C.-H.1
  • 2
    • 33748326597 scopus 로고    scopus 로고
    • For general reviews of the C-C cleavage of organic molecules mediated or catalyzed by transition metal compounds, see:
  • 12
    • 27844611828 scopus 로고    scopus 로고
    • Takahashi T. (Ed), Springer, Berlin p 217
    • Takahashi T., and Kanno K. In: Takahashi T. (Ed). Metallocene in Regio- and Stereoselective Synthesis. Topics in Organometallic Chemistry Vol. 8 (2005), Springer, Berlin p 217
    • (2005) Topics in Organometallic Chemistry , vol.8
    • Takahashi, T.1    Kanno, K.2
  • 13
    • 33748311434 scopus 로고    scopus 로고
    • For leading references, see:
  • 27
    • 33748318681 scopus 로고    scopus 로고
    • For recent examples, see:
  • 62
    • 33748293641 scopus 로고    scopus 로고
    • H-CN:
  • 65
    • 33748303636 scopus 로고    scopus 로고
    • Si-CN:
  • 70
    • 33748326596 scopus 로고    scopus 로고
    • Sn-CN:
  • 72
    • 33748310009 scopus 로고    scopus 로고
    • B-CN:
  • 77
    • 33748332055 scopus 로고    scopus 로고
    • H-COOR:
  • 81
    • 33748332874 scopus 로고    scopus 로고
    • R′S-COOR:
  • 83
    • 33748308267 scopus 로고    scopus 로고
    • Cl-COOR:
  • 86
    • 33748296963 scopus 로고    scopus 로고
    • Very recently, cyanoesterification across 1,2-dienes are reported; see:
  • 88
    • 33748298315 scopus 로고    scopus 로고
    • A preliminary communication; see:
  • 98
    • 33748332054 scopus 로고    scopus 로고
    • note
    • From this reaction, neither ethyl acrylate nor acrylonitrile, derived from β-hydrogen elimination, were detected.
  • 99
    • 33748334907 scopus 로고    scopus 로고
    • note
    • The signal assigned to the cyano-substituted methine proton at δ 2.85 was observed as a doublet of doublets due to the coupling with the ester-substituted methine proton (9 Hz) and the anti proton at the bridging methylene (2 Hz) and its coupling with the bridgehead proton was not detected.
  • 103
    • 33748312593 scopus 로고    scopus 로고
    • The transition metal-phenoxo bond is reported to be rather ionic character; see:
  • 107
    • 33748288956 scopus 로고    scopus 로고
    • 3). See:


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.