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Volumn 61, Issue 32, 2005, Pages 7814-7823

Regiochemical control of the ring opening of 1,2-epoxides by means of chelating processes. Part 18: Regioselectivity of the opening reactions with MeOH of 1-(benzyloxy)-2,3- and -3,4-epoxyalkanes under condensed and gas phase operating conditions

Author keywords

Chelation; Epoxides; Gas phase reactions; Regioselectivity

Indexed keywords

ALKANE DERIVATIVE; EPOXIDE; LITHIUM ION; PROTON;

EID: 21844473548     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.05.040     Document Type: Article
Times cited : (2)

References (25)
  • 9
    • 21844480038 scopus 로고    scopus 로고
    • note
    • 4, in the methanolysis).
  • 10
    • 21844473202 scopus 로고    scopus 로고
    • note
    • The C-1 and C-2 product, the C-2 and C-3 product, and the C-3 and C-4 product nomenclature refers to the attacking site of the nucleophile, i.e. at the C(1) or C(2), the C(2) or C(3), or the C(3) or C(4) oxirane carbons of epoxides 1-4 and 11-16, in accordance with the numbering scheme shown in Schemes 1-4.
  • 11
    • 21844448827 scopus 로고    scopus 로고
    • note
    • +, to the point that no difference is made in the discussion between them.
  • 14
    • 21844468899 scopus 로고    scopus 로고
    • note
    • +, MeOH), making a direct comparison possible of the behavior of the proton under different operating conditions.
  • 17
    • 21844443516 scopus 로고    scopus 로고
    • note
    • 4/MeOH), on the basis of the unfavorable electron-withdrawing inductive effect of the terminal OBn group (see text).
  • 18
    • 21844461792 scopus 로고    scopus 로고
    • note
    • 9
  • 19
    • 21844455715 scopus 로고    scopus 로고
    • note
    • 9,10
  • 25
    • 21844455978 scopus 로고    scopus 로고
    • note
    • As in the condensed phase, no traces of non-addition products, but only the corresponding addition products (HEs) were found in the crude reaction products deriving from the acid-catalyzed opening reactions of epoxides 11-16 in the gas phase.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.