Facile synthesis of chiral 2-formyl-1,1′-binaphthyl via lipase-catalyzed acylation and hydrolysis of 1,1′-binaphthyl oximes

Tetrahedron Letters

Volumn 44, Issue 45, 2003, Pages 8269-8272

  Aoyagi, Naoto ^a   Ohwada, Tomoyuki ^a   Izumi, Taeko ^a  

^a YAMAGATA UNIVERSITY   (Japan)

Author keywords

Acylation; Binaphthyl; Hydrolysis; Lipase; Oxime; Suzuki cross coupling

Indexed keywords

2 ACETOXYIMINOMETHYL 1,1' BINAPHTHYL; 2 FORMYL 1,1' BINAPHTHYL; 2 HYDROXYIMINOMETHYL 1,1 BINAPHTHYL; ALDEHYDE DERIVATIVE; NAPHTHALENE DERIVATIVE; OXIME DERIVATIVE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ACYLATION; ARTICLE; CATALYSIS; CHIRALITY; DRUG SYNTHESIS; ENANTIOMER; HYDROLYSIS; QUANTUM YIELD;

LATEOLABRAX JAPONICUS;

EID: 0141957359     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.09.061     Document Type: Article

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34. Liquid lipase (15 g) and sucrose (9.0 g) were dissolved in 20 mM Tris-HCl buffer (360 mL, pH 7.8) at 0°C. Celite (51 g) was added to the enzyme solution. The mixture was vigorously stirred at 30°C for 1 h, the solvent was removed in vacuo. The residue was dried at room temperature, yielding immobilized lipase.