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Volumn , Issue 6, 1999, Pages 1001-1007

Novel chiral pyridine N-oxide ligands and their application in the enantioselective catalytic reduction of ketones and the addition of diethylzinc to aldehydes

Author keywords

Amino acids; Amino alcohols; Asymmetric catalysis; Pyridine; Pyridine N oxide

Indexed keywords

AMINO ACIDS; CATALYSIS; ENANTIOSELECTIVITY; KETONES; LIGANDS;

EID: 0032771218     PISSN: 14341948     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1099-0682(199906)1999:6<1001::aid-ejic1001>3.0.co;2-m     Document Type: Article
Times cited : (47)

References (65)
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    • note
    • Crystallographic data for structure 2d have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-112394. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax: (internat.) + 44-1223/336-033; E-mail: deposit@ccdc.cam.ac.uk].
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    • note
    • In order to test the effect of the temperature on the reaction rate and enantioselectivity, acetophenone 9a was treated with borane dimethylsulfide (1 equiv.) and ligand 2e (5 mol-%) in THF at various temperatures. For example, phenylethanol 10a was obtained in 90% yield albeit with very low enantioselectivity (5% ee) after 3 h at room temp. When the reduction was performed at subambient temperatures, the rate decreased and the product was obtained in racemic form.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.