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Volumn 54, Issue 7, 1998, Pages 1073-1084

Synthetic and kinetic aspects of nickel-catalysed amination of allylic alcohol derivatives

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL ALCOHOL; ALLYLAMINE DERIVATIVE; DIETHYLAMINE;

EID: 0032510212     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)10208-3     Document Type: Article
Times cited : (43)

References (38)
  • 3
    • 0346602829 scopus 로고
    • (c) Tsuji, J. Tetrahedron, 1986, 42, 4361-4401.
    • (1986) Tetrahedron , vol.42 , pp. 4361-4401
    • Tsuji, J.1
  • 25
    • 0010708679 scopus 로고    scopus 로고
    • note
    • 2 species.
  • 26
    • 0001437925 scopus 로고
    • 10. See for example: (a) Corain, B.; Puosi, G. J. Catal. 1973, 30, 403-408.
    • (1973) J. Catal. , vol.30 , pp. 403-408
    • Corain, B.1    Puosi, G.2
  • 30
    • 0010662159 scopus 로고    scopus 로고
    • note
    • 3 (1:5) catalytic system exhibited similar solvent effect: A typical reaction (see Fig. 9 for reaction conditions) was completed within 1 min in acetonitrile vs 20 min in toluene.
  • 32
    • 0010703063 scopus 로고    scopus 로고
    • note
    • 14. The hypothesis of the oxidative addition as the r.d.s. could not account for the experimental observations since the influence of a salt on this elementary step is rationalized by an acidic assistance, i.e. the acetate salt should lead to higher activities than the phenate did; (formula presented)
  • 34
    • 0010662160 scopus 로고    scopus 로고
    • note
    • 3] suggest that the oxidative addition is the r.d.s, although we have no explanation for such a peculiar behaviour of iodide and nitrate anions.
  • 35
    • 0010662161 scopus 로고    scopus 로고
    • note
    • 17. It is assumed that the presence of two susbtituents on the C=C allylic bound in 4d vs only one in 4e is counterbalanced by the Z stereochemistry in 4d compared to (E)-4e.
  • 36
    • 0010664720 scopus 로고    scopus 로고
    • note
    • 18. Whichever the starting substrate (4c or 4e), the E/Z ratio in 6 started from 85/15 in the first stage of the reaction to stabilize after a few minutes at 78/22, i.e. the thermodynamic ratio.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.