Chemo-enzymatic synthesis of enantiomerically pure (R)-2-naphthylmethoxyacetic acid
M Kimura, A Kuboki, T Sugai
Index: Kimura, Mayumi; Kuboki, Atsuhito; Sugai, Takeshi Tetrahedron Asymmetry, 2002 , vol. 13, # 10 p. 1059 - 1068
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Citation Number: 33
Abstract
Enantiomerically pure (R)-2-naphthylmethoxyacetic acid (2-NMA) was synthesized from 2- naphthaldehyde via an integrated chemo-enzymatic procedure. The one-pot, successive use of SnBr2–TMSCN and AcBr worked effectively to give a racemic cyanohydrin acetate. Lipase from Burkholderia cepacia then mediated the highly enantioselective hydrolysis of the (S)-enantiomer of the racemate, leaving the (R)-acetate with an ee of> 99.9%. The ...
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