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Volumn 7, Issue 23, 2005, Pages 5335-5337

N-trialkylsilyl Bistrifluoromethanesulfonimides (R3SiNTf 2) are powerful catalysts for the highly efficient α-amido alkylation reactions of silicon-based nucleophiles

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EID: 28244432865     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol052357j     Document Type: Article
Times cited : (54)

References (28)
  • 16
    • 37049099843 scopus 로고
    • For recent examples of truly catalytic (catalyst loading <10 mol %) nucleophilic substitution reactions of N-acyliminium ion precursors using TMSOTf see: (a) Barrett, A. G. M.; Quayle, P. J. Chem. Soc., Chem. Commun. 1981, 1076.
    • (1981) J. Chem. Soc., Chem. Commun. , pp. 1076
    • Barrett, A.G.M.1    Quayle, P.2
  • 23
    • 0033944318 scopus 로고    scopus 로고
    • Recently, Kobayashi and co-workers reported efficient nucleophilic substitution reactions of methoxy and acetoxy N-carbonyl piperidine derivatives by trialkylsilyl nucleophiles catalyzed by 10 mol % of various metal triflates: (a) Okitsu, O.; Suzuki, R.; Kobayashi, S. Synlett 2000, 989.
    • (2000) Synlett , pp. 989
    • Okitsu, O.1    Suzuki, R.2    Kobayashi, S.3
  • 25
    • 28244434016 scopus 로고    scopus 로고
    • see refs 1a, 2a, 4, 5, and 6
    • 2 have been claimed to be formed in situ, see refs 1a, 2a, 4, 5, and 6.
  • 27
    • 28244488543 scopus 로고    scopus 로고
    • note
    • Such applications have been fully realized in our lab and will be published soon.
  • 28
    • 28244469544 scopus 로고    scopus 로고
    • see ref 8a
    • The alkylations examined herein afforded comparable stereoselectivities as those catalyzed by TIPSOTf or promoted by conventional Lewis acids; see ref 8a.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.