메뉴 건너뛰기




Volumn 132, Issue 48, 2010, Pages 17111-17117

Compelling computational evidence for the concerted cyclization of the ABC rings of hopene from protonated squalene

Author keywords

[No Author keywords available]

Indexed keywords

CARBOCATIONS; CONCERTED REACTIONS; DFT METHOD; DOUBLE BONDS; GASPHASE; INTRINSIC REACTION COORDINATE; PROTONATED; RING EXPANSION; TRITERPENES;

EID: 78650087420     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja1039133     Document Type: Article
Times cited : (41)

References (50)
  • 25
    • 84883761327 scopus 로고    scopus 로고
    • A referee suggested that there might be some confusion over how such cyclizations have been described in the past. While the term "cascade" has been widely used to describe the multiple cyclizations that must take place to form the tetra- and pentacyclic systems, it is our understanding that this term implies neither a concerted nor a stepwise mechanism but rather simply a series of cyclizations. The stepwise mechanism in this case implies one or more intermediate carbocations in the pathway being studied. In a concerted reaction the cyclizations might be synchronous, that is, all occurring at the same time, or asynchronous, that is, one cyclization proceeding to some degree before the next one begins to take place. See refs 26 and 27
    • A referee suggested that there might be some confusion over how such cyclizations have been described in the past. While the term "cascade" has been widely used to describe the multiple cyclizations that must take place to form the tetra- and pentacyclic systems, it is our understanding that this term implies neither a concerted nor a stepwise mechanism but rather simply a series of cyclizations. The stepwise mechanism in this case implies one or more intermediate carbocations in the pathway being studied. In a concerted reaction the cyclizations might be synchronous, that is, all occurring at the same time, or asynchronous, that is, one cyclization proceeding to some degree before the next one begins to take place. See refs 26 and 27.
  • 45
    • 70450206724 scopus 로고    scopus 로고
    • revision A.02; Gaussian, Inc.; Wallingford, CT
    • Frisch, M. J. et al. Gaussian 09, revision A.02; Gaussian, Inc.; Wallingford, CT, 2009.
    • (2009) Gaussian 09
    • Frisch, M.J.1
  • 50
    • 84883821006 scopus 로고    scopus 로고
    • This was also found to be the case for our earlier study of the model system for the ring expansion, ring closure of the C and D rings. See ref 19
    • This was also found to be the case for our earlier study of the model system for the ring expansion, ring closure of the C and D rings. See ref 19.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.