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Volumn 127, Issue 48, 2005, Pages 16790-16791

Zirconium-mediated SN2′ substitution of allylic ethers: Regio- and stereospecific formation of protected allylic amines

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL COMPOUND; AMINE; ETHER DERIVATIVE; ZIRCONIUM; ALKENE; ORGANOMETALLIC COMPOUND;

EID: 28844460278     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja056132f     Document Type: Article
Times cited : (16)

References (23)
  • 1
    • 0003134584 scopus 로고    scopus 로고
    • Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, Germany
    • (a) Hoveyda, A. H.; Heron, N. M. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, Germany. 1999; p 431.
    • (1999) Comprehensive Asymmetric Catalysis , pp. 431
    • Hoveyda, A.H.1    Heron, N.M.2
  • 8
    • 49149145492 scopus 로고
    • For an excellent review, see: Magid, R. M. Tetrahedron 1980, 36, 1901.
    • (1980) Tetrahedron , vol.36 , pp. 1901
    • Magid, R.M.1
  • 14
  • 17
    • 28844502083 scopus 로고    scopus 로고
    • note
    • Corresponding E-substituted ethers provided the same product in significantly lower yield.
  • 18
    • 28844500485 scopus 로고    scopus 로고
    • note
    • For details of kinetics and kinetic isotope effect experiments, see Supporting Information.
  • 22
    • 28844435089 scopus 로고    scopus 로고
    • note
    • (c) Ref 2b and references therein.
  • 23
    • 28844439867 scopus 로고    scopus 로고
    • note
    • An alternative mechanism that involves chelation-assisted 2 + 2 cycloaddition followed by the fragmentation of the bicyclic intermediate has been proposed by one of the reviewers and is consistent with the results of the kinetics and kinetic isotope effect experiments presented in the paper.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.