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Volumn 62, Issue 21, 1997, Pages 7310-7318

Effects of Olefin Substitution on the Ring-Closing Metathesis of Dienes

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EID: 0001101871     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970877p     Document Type: Article
Times cited : (261)

References (56)
  • 37
    • 85173597969 scopus 로고    scopus 로고
    • note
    • 1,2
  • 38
    • 85173589095 scopus 로고    scopus 로고
    • note
    • 21,40 With alkylidene 2, elevated temperatures resulted in the increased conversion of 10a to 10b, and 65°C was eventually chosen as the optimal temperature for all RCM reactions with 2.
  • 39
    • 85173595364 scopus 로고    scopus 로고
    • note
    • 1H NMR.
  • 41
    • 85173598307 scopus 로고    scopus 로고
    • note
    • 2) is the active catalytic species in RCM of dienes which contain only mono- and gem-disubstituted olefins. It is formed through reaction of the starting alkyhdene with one molecule of substrate. After this, the methylidene is the propagating species for the remainder of the catalytic cycles.
  • 45
    • 0001609007 scopus 로고
    • and references contained therein
    • Jung, M. E.; Gervay, J. J. Am. Chem. Soc. 1991, 113, 224-232, and references contained therein.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 224-232
    • Jung, M.E.1    Gervay, J.2
  • 48
    • 85173600933 scopus 로고    scopus 로고
    • Unpublished results
    • Kim, S-H., Unpublished results.
    • Kim, S.-H.1
  • 49
    • 85173591355 scopus 로고    scopus 로고
    • note
    • 50
  • 51
    • 85173595759 scopus 로고    scopus 로고
    • note
    • Although the mechanism presented explains the formation of 19c (Scheme 4), there are two other obvious means by which 19c could be formed from 19a. If the alkylidene initiates at the conjugated terminal olefin, the only possible RCM product is 19c. Additionally, it is possible that cyclopentene 19b is formed initially and undergoes subsequent reaction to produce the thermodynamically more stable cyclohexene 19c. However, in NMR experiments formation of 19b is not observed.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.