Reduction with baker's yeast of ethyl or methyl 4-chloro-3-oxobutanoate in the presence of allyl bromide or allyl alcohol as additive afforded the corresponding L- and D-3-hydroxyesters. Several reduction conditions were tested, involving: different concentrations of additive; variations in the yeast/substrate ratio; the presence and absence of glucose; different pre-incubation periods; a range of temperatures. The best conditions gave a complete conversion of the substrate within 1-2 h and a very high enantioselectivity, 90-97% e.e., for the two enantiomers.

Highly enantioselective reductionof ethyl 4-chloro-3-oxobutanoate to L- and D-3-hydroxyesters with baker's yeast / Forni, Arrigo; Caselli, Emilia; Prati, Fabio; Bucciarelli, Maria; Torre, Giovanni. - In: ARKIVOC. - ISSN 1551-7004. - ELETTRONICO. - XI:(2002), pp. 45-53.

Highly enantioselective reductionof ethyl 4-chloro-3-oxobutanoate to L- and D-3-hydroxyesters with baker's yeast

FORNI, Arrigo;CASELLI, Emilia;PRATI, Fabio;BUCCIARELLI, Maria;TORRE, Giovanni
2002

Abstract

Reduction with baker's yeast of ethyl or methyl 4-chloro-3-oxobutanoate in the presence of allyl bromide or allyl alcohol as additive afforded the corresponding L- and D-3-hydroxyesters. Several reduction conditions were tested, involving: different concentrations of additive; variations in the yeast/substrate ratio; the presence and absence of glucose; different pre-incubation periods; a range of temperatures. The best conditions gave a complete conversion of the substrate within 1-2 h and a very high enantioselectivity, 90-97% e.e., for the two enantiomers.
XI
45
53
Highly enantioselective reductionof ethyl 4-chloro-3-oxobutanoate to L- and D-3-hydroxyesters with baker's yeast / Forni, Arrigo; Caselli, Emilia; Prati, Fabio; Bucciarelli, Maria; Torre, Giovanni. - In: ARKIVOC. - ISSN 1551-7004. - ELETTRONICO. - XI:(2002), pp. 45-53.
Forni, Arrigo; Caselli, Emilia; Prati, Fabio; Bucciarelli, Maria; Torre, Giovanni
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11380/306963
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