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Volumn 11, Issue 18, 2005, Pages 5195-5204

Dynamic structural change of the self-assembled lanthanum complex induced by lithium triflate for direct catalytic asymmetric aldol-Tishchenko reaction

Author keywords

Aldol Tishchenko reaction; Asymmetric catalysis; Lanthanum; Self assembly

Indexed keywords

ALDEHYDES; CATALYSTS; COMPLEXATION; CONCENTRATION (PROCESS); DERIVATIVES; IONIZATION; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION KINETICS; SELF ASSEMBLY; X RAY CRYSTALLOGRAPHY;

EID: 24644494677     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.200500442     Document Type: Article
Times cited : (57)

References (89)
  • 10
    • 17444395097 scopus 로고    scopus 로고
    • (Eds.: M. Shibasaki, Y. Yamamoto), Wiley-VCH, Weinheim
    • b) Multimetallic Catalysts in Organic Synthesis (Eds.: M. Shibasaki, Y. Yamamoto), Wiley-VCH, Weinheim, 2004;
    • (2004) Multimetallic Catalysts in Organic Synthesis
  • 80
    • 24644457544 scopus 로고    scopus 로고
    • note
    • 3] was purchased from Kojundo Chemical Laboratory Co., 5-1-28, Chiyoda, Sakado-shi, Saitama 350-0214 (Japan).
  • 81
    • 24644508785 scopus 로고    scopus 로고
    • note
    • 1H NMR analysis and HPLC analysis.
  • 84
    • 24644500609 scopus 로고    scopus 로고
    • note
    • M nBuLi in hexanes from Aldrich was used. It contains trace amounts of LiCl; information on the exact amount of LiCl was not available.
  • 85
    • 24644483996 scopus 로고    scopus 로고
    • note
    • In comparison of Figure 4d and f with Figure 4e, there were several additional peaks appeared in Figure 4e. The reason why the reaction with complex 6 and LiOTf gave lower enantioselectivity might be that a racemic reaction was promoted by unknown species.
  • 88
    • 24644510639 scopus 로고    scopus 로고
    • note
    • 3+BINOL+BuLi (1:3:5.6), only small peaks were detected in high-molecular-weight region (MW > 1000).
  • 89
    • 24644442108 scopus 로고    scopus 로고
    • note
    • The present direct catalytic asymmetric aldol-Tishchenko reaction involves two individual reactions (a non-selective aldol reaction and a highly enantio- and diastereoselective Tishchenko reaction), thus kinetic studies were difficult.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.