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Volumn 5, Issue 6, 2014, Pages 2438-2442

Enantioselective direct α-alkylation of cyclic ketones by means of photo-organocatalysis

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; CHARGE TRANSFER; KETONES; REACTION KINETICS;

EID: 84900332598     PISSN: 20416520     EISSN: 20416539     Source Type: Journal    
DOI: 10.1039/c4sc00315b     Document Type: Article
Times cited : (154)

References (30)
  • 18
    • 0002735921 scopus 로고
    • references therein. Enamines are normally stable only when the nitrogen atom does not bear a hydrogen; otherwise, the imine form predominates, see
    • J. Hine Acc. Chem. Res. 1978 11 1
    • (1978) Acc. Chem. Res. , vol.11 , pp. 1
    • Hine, J.1
  • 23
    • 37049088376 scopus 로고
    • The choice of the nitrobenzyl bromide was motivated by the low reduction potential of nitro-aromatics, which allow them to engage in EDA complex formation with enamines (see ref. 8) and with tertiary amines by means of n → π* interactions; see
    • W. W. Schoeller J. Niemann P. Rademacher J. Chem. Soc., Perkin Trans. 2 1988 369
    • (1988) J. Chem. Soc., Perkin Trans. 2 , vol.2 , pp. 369
    • Schoeller, W.W.1    Niemann, J.2    Rademacher, P.3
  • 29
  • 30
    • 4143049107 scopus 로고    scopus 로고
    • max = 360 nm), although with a decreased reactivity. However, use of the Xe lamp with a cut-off filter at 385 nm did not promote the transformation. Interestingly, the same cut-off experiment, when conducted for the benzylation with 2a, did not reduce the reaction rate, indicating that absorption in the visible region is sufficient for this reaction to occur
    • M. J. O'Donnel Acc. Chem. Res. 2004 37 506
    • (2004) Acc. Chem. Res. , vol.37 , pp. 506
    • O'Donnel, M.J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.