메뉴 건너뛰기




Volumn 50, Issue 26, 2009, Pages 3446-3449

A dramatic effect of double bond configuration in N-oxy-3-aza Cope rearrangements-a simple synthesis of functionalised allenes

Author keywords

3 Aza Cope rearrangements; Allenes; Configuration; Enamines; Hydroxylamines; Intermediates; Transition states

Indexed keywords

ALLENE DERIVATIVE; ENAMINE; HETEROCYCLIC COMPOUND; HYDROXYLAMINE;

EID: 65649086847     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.02.228     Document Type: Article
Times cited : (5)

References (40)
  • 15
    • 45249096033 scopus 로고    scopus 로고
    • For 3-aza-Cope rearrangements, see:
    • For 3-aza-Cope rearrangements, see:. Weston M.H., Nakajima K., and Back T.G. J. Org. Chem. 73 (2008) 4630-4637
    • (2008) J. Org. Chem. , vol.73 , pp. 4630-4637
    • Weston, M.H.1    Nakajima, K.2    Back, T.G.3
  • 31
    • 4544320494 scopus 로고    scopus 로고
    • Krauser A., Stephen A., and Hashmi K. (Eds), Wiley-VCH, Weinheim
    • In: Krauser A., Stephen A., and Hashmi K. (Eds). Modern Allene Chemistry (2004), Wiley-VCH, Weinheim
    • (2004) Modern Allene Chemistry
  • 34
    • 0035908165 scopus 로고    scopus 로고
    • For acetylenic sulfones, see:
    • For acetylenic sulfones, see:. Back T.G. Tetrahedron 57 (2001) 5263-5301
    • (2001) Tetrahedron , vol.57 , pp. 5263-5301
    • Back, T.G.1
  • 37
    • 65649101758 scopus 로고    scopus 로고
    • note
    • 2S requires 233.05105).
  • 38
    • 65649122507 scopus 로고    scopus 로고
    • note
    • For zwitterionic intermediates, reported earlier in low-temperature 3-aza Cope rearrangements, see Refs. 3 (Nubbemeyer) and 4 (Weston et al.). In our reactions the Z-5/E-5 isomerisation occurs after an irreversible protonation. It is unlikely that the reaction conditions could result in the deprotonation of the vinyl proton of the enamines, which would require a very strong base to be present.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.