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Volumn 128, Issue 16, 2006, Pages 5350-5351

Formation of nickeladihydropyran by oxidative addition of cyclopropyl ketone. Key intermediate in nickel-catalyzed cycloaddition

Author keywords

[No Author keywords available]

Indexed keywords

3 PENTEN 2 ONE; CARBONYL DERIVATIVE; COORDINATION COMPOUND; CYCLOPROPANE DERIVATIVE; KETONE; NICKEL; NICKELADIHYDROPYRAN; PYRAN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33646464559     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja060220y     Document Type: Article
Times cited : (117)

References (30)
  • 20
    • 33646460267 scopus 로고    scopus 로고
    • note
    • 2: C. 69.30; H. 8.93. Found: C, 69.23: H, 8.10. Stereochemistry of 3b and 3b′ was determined by NOE measurements.
  • 21
    • 33646456197 scopus 로고    scopus 로고
    • note
    • By the use of 10 mol % of 2b as a catalyst, cyclopropyl phenyl ketone underwent the cycloaddition only slowly to give a mixture of 3b and 3b′ at 100 °C (1.5 h 7%. 16 h 91% as a mixture).
  • 22
    • 33646438833 scopus 로고    scopus 로고
    • note
    • 2: C, 72.15; H, 10.00. Found: C, 71.57; H. 9.79.
  • 23
    • 33646450423 scopus 로고    scopus 로고
    • note
    • 2: C, 69.30; H, 8.93. Found: C, 69.31; H, 9.00.
  • 26
    • 33646464380 scopus 로고    scopus 로고
    • note
    • We assume the O-bridging dimer structure for 6 tentatively, although a trimer or higher order aggregated structures are possible.
  • 28
    • 33646442198 scopus 로고    scopus 로고
    • note
    • 2P: C, 69.61; H, 9.03. Found: C, 68.61; H, 8.91. 8 is depicted tentatively as a complex having the stereochemistry corresponding to the major product 4b.
  • 29
    • 33646442771 scopus 로고    scopus 로고
    • note
    • The intermediate C may dimerize to the catalytically much less active 2 if the rate of conversion of C to D becomes comparably small.
  • 30
    • 33646445028 scopus 로고    scopus 로고
    • note
    • 6.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.