Asymmetric epoxidation catalyzed by novel azacrown ether-type chiral quaternary ammonium salts under phase-transfer catalytic conditions

Tetrahedron Letters

Volumn 47, Issue 18, 2006, Pages 3115-3118

  Hori, Kazushige ^a   Tamura, Mina ^a   Tani, Keita ^a   Nishiwaki, Nagatoshi ^a   Ariga, Masahiro ^a   Tohda, Yasuo ^a  

^a OSAKA KYOIKU UNIVERSITY   (Japan)

Author keywords

Asymmetric epoxidation; Azacrown ether; Chiral phase transfer catalyst

Indexed keywords

AMMONIA; CARBON; CROWN ETHER DERIVATIVE; HETEROCYCLIC COMPOUND; NITROGEN; PEROXIDE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL MODIFICATION; CHEMICAL REACTION KINETICS; ENANTIOSELECTIVITY; EPOXIDATION; PHASE TRANSITION; PHYSICAL PHASE; QUANTUM YIELD;

EID: 33645844258     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.02.142     Document Type: Article

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19. 1H NMR spectroscopy of the mixture of the crude product and anthracene (17.8 mg, 0.1 mmol) as internal standard, which used the ratio of the integral value between the signal of 6 (δ 4.08 (d, J = 1.7 Hz, 1H)) and of anthracene (δ 8.43 (s, 2H)). The enantiomeric excess was determined by HPLC analysis (n-hexane/2-propanol = 98:2), flow rate; 0.5 mL/min, retention time; 32.4 and 34.3 min.
20. 4.