344832-13-9Relevant academic research and scientific papers
Stereochemical outcome of the biocatalysed reduction of activated tetrasubstituted olefins by old yellow enzymes 1-3
Brenna, Elisabetta,Gatti, Francesco G.,Monti, Daniela,Parmeggiani, Fabio,Serra, Stefano
, p. 105 - 112 (2012)
The ene-reductase-mediated reactions of (E)- and (Z)-stereoisomers of tetrasubstituted activated alkenes were performed by means of isolated old yellow enzymes (OYEs) 1-3. The comprehension of the resulting data required a careful analysis of the stereochemical course of this kind of reaction. The investigation of the bioreduction of tetrasubstituted alkenes allowed us to appreciate the contribution of several factors (configuration of the starting alkene, mechanism of hydrogen addition, substrate binding mode) to the overall stereochemistry of the reaction.
Asymmetric synthesis of a nitroalkane by the use of novel nitroalkene reductases from baker's yeast
Kawai, Yasushi,Inaba, Yoshikazu,Hayashi, Motoko,Tokitoh, Norihiro
, p. 3367 - 3368 (2001)
Two kinds of novel nitroalkene reductases were isolated from baker's yeast. Reduction of a trisubstituted nitroalkene by these reductases afforded the corresponding nitroalkane with excellent enantioselectivity, moderate diastereoselectivity, and in good yield.
Asymmetric reduction of nitroalkenes with baker's yeast
Kawai, Yasushi,Inaba, Yoshikazu,Tokitoh, Norihiro
, p. 309 - 318 (2007/10/03)
Various α,β-disubstituted and trisubstituted nitroalkenes were chemoselectively reduced with baker's yeast to the corresponding nitroalkanes. Stereoselectivities of the reduction of α,β-disubstituted nitroalkenes were modest to low, and e.e.s up to 52% were obtained. Trisubstituted nitroalkenes could be reduced to the corresponding nitroalkanes with excellent enantioselectivities, moderate diastereoselectivities and in good yield.
