Article ID Journal Published Year Pages File Type
1348185 Tetrahedron: Asymmetry 2008 4 Pages PDF
Abstract

A highly enantioselective one pot, novel biocatalytic method for the asymmetric reduction of aryl imines is reported. Treatment of aryl imines with Candida parapsilosis ATCC 7330 in aqueous medium produces the enantiomerically pure (R)-secondary amines in moderate to good yields (55–80%) with excellent enantiomeric excesses (95–>99%).

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(R)-N-(1-Phenylethyl)benzenamineC14H15NEe = 98%[α]D25=-11.4 (c 1.1, CHCl3)Source of chirality: biocatalytic asymmetric reductionAbsolute configuration: (R)

(R)-N-(1-(4-Methoxyphenyl)ethyl)benzenamineC15H17NOEe = 97%[α]D25=-3.97 (c 0.8, CHCl3)Source of chirality: biocatalytic asymmetric reductionAbsolute configuration: (R)

(R)-N-(1-(4-Chlorophenyl)ethyl)benzenamineC14H14ClNEe = 95%[α]D25=-11.9 (c 1.2, CHCl3)Source of chirality: biocatalytic asymmetric reductionAbsolute configuration: (R)

Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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