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Volumn 64, Issue 5, 1999, Pages 1529-1534

Pericyclic reactions of free and complexed cyclopentyne

Author keywords

[No Author keywords available]

Indexed keywords

BROMINE DERIVATIVE; CYCLOALKENE; CYCLOBUTANE DERIVATIVE; HEXANE; LITHIUM; SILANE DERIVATIVE;

EID: 0033525822     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981992i     Document Type: Article
Times cited : (23)

References (43)
  • 11
    • 0345363599 scopus 로고    scopus 로고
    • note
    • This result was unexpected, given the reports of generating cyclohexynes using this type of methodology as described in ref 4a,b.
  • 12
    • 0344932235 scopus 로고    scopus 로고
    • note
    • It is possible that the elimination might be successful with a better leaving group. This is being investigated.
  • 23
    • 0006162734 scopus 로고
    • Baldwin, J. E.; Kaplan, W. S. J. Am. Chem. Soc. 1971, 93, 3969-3977. Otterbacher, E. W.; Gajewski, J. J. Am. Chem. Soc. 1981, 103, 5862-5866. Baldwin, J. E.; Belfield, K. D. J. Org. Chem. 1987, 52, 4772-4775.
    • (1971) J. Am. Chem. Soc. , vol.93 , pp. 3969-3977
    • Baldwin, J.E.1    Kaplan, W.S.2
  • 24
    • 0039382483 scopus 로고
    • Baldwin, J. E.; Kaplan, W. S. J. Am. Chem. Soc. 1971, 93, 3969-3977. Otterbacher, E. W.; Gajewski, J. J. Am. Chem. Soc. 1981, 103, 5862-5866. Baldwin, J. E.; Belfield, K. D. J. Org. Chem. 1987, 52, 4772-4775.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 5862-5866
    • Otterbacher, E.W.1    Gajewski, J.2
  • 25
    • 0000801142 scopus 로고
    • Baldwin, J. E.; Kaplan, W. S. J. Am. Chem. Soc. 1971, 93, 3969-3977. Otterbacher, E. W.; Gajewski, J. J. Am. Chem. Soc. 1981, 103, 5862-5866. Baldwin, J. E.; Belfield, K. D. J. Org. Chem. 1987, 52, 4772-4775.
    • (1987) J. Org. Chem. , vol.52 , pp. 4772-4775
    • Baldwin, J.E.1    Belfield, K.D.2
  • 28
    • 0344932228 scopus 로고    scopus 로고
    • note
    • The basis for the high selectivity toward the [2 + 2] process is presently not obvious but is being explored computationally.
  • 29
    • 0345363595 scopus 로고    scopus 로고
    • note
    • The similarity of results with dienes 4 and 10 implies that possible stereoelectronic effects associated with spiroconjugation in 4 have no significant influence on the cycloaddition reactions.
  • 30
    • 0345363594 scopus 로고    scopus 로고
    • note
    • Whether or not the cycloaddition reactions involving free cyclopentyne are diffusion-controlled will be addressed in a subsequent publication.
  • 31
    • 0003799267 scopus 로고
    • Stang, P. J., Diederich, F., Eds.; VCH: Weinheim, Chapter 4
    • This subject has recently been reviewed: Melikyan, G. G.; Nicholas, K. M. In Modern Acetylene Chemistry; Stang, P. J., Diederich, F., Eds.; VCH: Weinheim, 1995; Chapter 4.
    • (1995) Modern Acetylene Chemistry
    • Melikyan, G.G.1    Nicholas, K.M.2
  • 33
    • 0344070064 scopus 로고    scopus 로고
    • note
    • 20 They indeed proposed such a complex but had no evidence for its existence and certainly did not uncover different reactivities for free and a possibly complexed species.
  • 35
    • 0344501223 scopus 로고    scopus 로고
    • note
    • 22
  • 36
    • 0344070063 scopus 로고    scopus 로고
    • Unpublished results
    • Barnes, B. Unpublished results.
    • Barnes, B.1
  • 37
    • 0345363593 scopus 로고    scopus 로고
    • note
    • 25
  • 40
    • 0345363590 scopus 로고    scopus 로고
    • note
    • 3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.