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Volumn 1, Issue 6, 2003, Pages 1041-1048

Experimental and quantum-mechanical investigation of the vinylsilane-iminium ion cyclization

Author keywords

[No Author keywords available]

Indexed keywords

ISOMERS; MOLECULES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUMERICAL METHODS; QUANTUM THEORY; REACTION KINETICS; SUBSTITUTION REACTIONS;

EID: 0041534374     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b212333a     Document Type: Article
Times cited : (18)

References (47)
  • 10
    • 0001238596 scopus 로고
    • First enantioselective total synthesis: G. Stork and K. Zhao, J. Am. Chem. Soc., 1990, 112, 5875-5876.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 5875-5876
    • Stork, G.1    Zhao, K.2
  • 31
    • 84988768790 scopus 로고    scopus 로고
    • note
    • The reactions were performed in a multi-mode microwave oven, ETHOS 1600 from Milestone, Italy.
  • 33
    • 84988751362 scopus 로고    scopus 로고
    • note
    • +, one negative eigenvalue was found and shown to be a transition state for rotation of a methyl group). All quantum-mechanical calculations were performed in vacuo since the software does note allow for the important frequency analyses to verify located transition states when a solvent is included.
  • 35
    • 84988777104 scopus 로고    scopus 로고
    • (Portland, OR, USA)
    • http://www.schrodinger.com/ Schrönger (Portland, OR, USA), 2003.
    • (2003)
    • Schrönger1
  • 40
    • 84988745471 scopus 로고    scopus 로고
    • Swiss Center for Scientific Computing, ETH (Zürich, Switzerland)
    • http://www.cscs.ch/molekel/ Swiss Center for Scientific Computing, ETH (Zürich, Switzerland), 2003.
    • (2003)
  • 41
    • 84988751381 scopus 로고    scopus 로고
    • note
    • Located by coordinate driving of the carbon-silicon bond followed by a full refinement, see ref. 29.
  • 46
    • 84988768419 scopus 로고    scopus 로고
    • note
    • For all transition states 25A-H, elongation of either C2-C3 or C5-C6 by 0.05 Å followed by an energy minimization (trust radius 0.1) led to structures very similar to reactants 24A-H or rearranged intermediates 26A-H, respectively, and thus no carbocationic intermediates were verified.
  • 47
    • 84988791906 scopus 로고    scopus 로고
    • note
    • Acyclic (E)-vinylsilanes have also been shown experimentally to cyclize readily with formaldehyde, see ref. 10.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.