Preparation of novel phenylfuran-based cyanohydrin esters: lipase-catalysed kinetic and dynamic resolution
作者： Csaba Paizs , Petri Tähtinen , Katri Lundell , László Poppe , Florin-Dan Irimie
DOI: 10.1016/S0957-4166(03)00286-6
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摘要: A series of novel (R)-5-phenylfuran-2-yl cyanomethyl butanoates were prepared by Pseudomonas cepacia lipase- catalysed dynamic kinetic resolution in toluene. The method exploits a basic resin both for the racemization and formation phenylfuran-based cyanohydrins decomposition acetone cyanohydrin one-pot with enzymatic enantioselective acylation using vinyl butanoate. lipase-catalysed methanolysis racemic 5-phenylfuran-2-yl toluene E 100 was shown to be usable when corresponding (S)-butanoates are needed. Candida antarctica lipase provided quantitative chemical yields under mild conditions. © 2003 Elsevier Science Ltd. All rights reserved.
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