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Volumn , Issue 3, 1998, Pages 305-308

A highly Z-selective isomerization (double-bond migration) procedure for Allyl acetals and Allyl ethers mediated by Nickel complexes

Author keywords

Allyl acetals; Allyl ethers; Isomerization; Nickel complexes; Stereoselectivity

Indexed keywords

ACETAL; ALLYL COMPOUND; ETHER DERIVATIVE; METAL COMPLEX; NICKEL COMPLEX;

EID: 0031951191     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-2028     Document Type: Article
Times cited : (64)

References (36)
  • 1
    • 34548003452 scopus 로고    scopus 로고
    • For a review on the reactions of vinyl acetals, see: Frauenrath, H. In Houben-Weyl, Vol. E15/1;
    • Houben-Weyl , vol.E15 , Issue.1
    • Frauenrath, H.1
  • 2
    • 34548004261 scopus 로고
    • Thieme: Stuttgart
    • Kropf, H.; Schaumann, E.; Eds.; Thieme: Stuttgart, 1993; p 1.
    • (1993) , pp. 1
    • Kropf, H.1    Schaumann, E.2
  • 14
    • 34548004641 scopus 로고    scopus 로고
    • For a review on the stereoselective Claisen rearrangement, see: Frauenrath, H. In Houben-Weyl, Vol. E21d;
    • Houben-Weyl , vol.E21D
    • Frauenrath, H.1
  • 32
    • 34548002904 scopus 로고    scopus 로고
    • note
    • The activation of the Ni precursor can also be performed with diisopropylmagnesium bromide. However, the Grignard reagent often causes side reactions by reaction with the substrate or product, respectively.
  • 33
    • 85088330950 scopus 로고    scopus 로고
    • note
    • 4 results in an incomplete conversion.
  • 34
    • 85088329588 scopus 로고    scopus 로고
    • note
    • 3 (4 mol%) in anhyd THF at 0°C was treated with BuLi (4 mol%, 1.6 M solution in hexane) stirred for 18 h at r.t., and purified by usual workup. For other reaction conditions for the activation of Wilkinson's catalyst with BuLi, see Ref. 4.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.