The synthesis of optically active ethyl 4-chloro-3-X-butanoate derivatives la-d (X == OH, a; OCOCH3, b; OCOC3H7, c; OCH2C6H5, d) was realized using various biocatalytic approaches such as microbiological reduction of ethyl 4-chloro-3-oxobutanoate 2 with lactic acid bacteria, hydrolysis of lb-d by the hydrolytic enzymes PLE and BChE and the transesterification of la catalyzed by a lipase from Pseudomonas fluorescens (PFL).
Biocatalytic, enantioselective preparations of (R)- and (S)-ethyl 4-chloro-3-hydroxybutanoate, a useful chiral synthon / F. Aragozzini, M. Valenti, E. Santaniello, P. Ferraboschi, P. Grisenti. - In: BIOCATALYSIS. - ISSN 0886-4454. - 5:4(1992), pp. 325-332. [10.3109/10242429209014878]
Biocatalytic, enantioselective preparations of (R)- and (S)-ethyl 4-chloro-3-hydroxybutanoate, a useful chiral synthon
E. Santaniello;P. FerraboschiPenultimo
;
1992
Abstract
The synthesis of optically active ethyl 4-chloro-3-X-butanoate derivatives la-d (X == OH, a; OCOCH3, b; OCOC3H7, c; OCH2C6H5, d) was realized using various biocatalytic approaches such as microbiological reduction of ethyl 4-chloro-3-oxobutanoate 2 with lactic acid bacteria, hydrolysis of lb-d by the hydrolytic enzymes PLE and BChE and the transesterification of la catalyzed by a lipase from Pseudomonas fluorescens (PFL).
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