601464-29-3Relevant academic research and scientific papers
Substituent effects on the stereochemical outcome of the baker's yeast-mediated biotransformation of α-hydroxy- and α-acetoxymethyl-5-phenylfuran-2-yl-ethanones
Bencze, Laszlo Csaba,Paizs, Csaba,Tosa, Monica Ioana,Irimie, Florin Dan
experimental part, p. 356 - 364 (2010/06/16)
In this Letter the baker's yeast-mediated biotransformation of variously substituted α-hydroxy- and α-acetoxymethyl-5-phenylfuran-2-yl-ethanones is described. The stereochemical outcome of the reactions was strongly influenced by the nature of the substituents on the phenyl ring.
Preparation of novel phenylfuran-based cyanohydrin esters: Lipase-catalysed kinetic and dynamic resolution
Paizs, Csaba,Taehtinen, Petri,Lundell, Katri,Poppe, Laszlo,Irimie, Florin-Dan,Kanerva, Liisa T.
, p. 1895 - 1904 (2007/10/03)
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 of phenylfuran-based cyanohydrins and for the decomposition of acetone cyanohydrin in one-pot with enzymatic enantioselective acylation using vinyl butanoate. The lipase-catalysed methanolysis of racemic 5-phenylfuran-2-yl cyanomethyl butanoates in toluene with E ?100 was shown to be usable when the corresponding (S)-butanoates are needed. Candida antarctica lipase A provided racemic cyanohydrin butanoates with quantitative chemical yields under mild conditions.
