The product of Baker's yeast reduction of ethyl 2-chloro-3-oxobutanoate as a precursor of the 1-ethoxycarbonyl 2(S)-hydroxypropyl radical

Microbial cleavage of CF bond

“…This reaction occurred at the C-4 position in contrast to earlier reports on the dehalogenation of a-halogenated b-ketoesters [36,37]. The dehalogenation occurred before keto reduction possibly due to a three-center resonance stabilization of an intermediate sp 2 -center at C-4, by the carbonyl sp 2 -centers.…”

Enantioselective reduction of 2‐keto‐3‐haloalkane phosphonates by baker's yeast

“…On the other hand, as found by Hamdani et al [11], a free-radical reductive dehalogentation had taken place in the treatment of ethyl 2-chloro-3-oxobutanoate with baker's yeast in aqueous medium. Such an explanation is not applicable to our case, due to the different chemical environment of the halogen atom in the molecule.…”

Stereoselective, Biocatalytic Reductions of α-Chloro-β-keto Esters

“…Optical rotation data for isolated R-chloro-β-hydroxy esters: syn-2a (YOR120w), [R]D ) +11, c 2.0, lit. 23 [R]D ) +12.…”

“…Optical rotation data for isolated α -chloro- β -hydroxy esters: syn - 2a (YOR120w), [α] D = +11, c 2.0, lit . [α] D = +12.4, c 1 (CHCl 3 ); syn - 2b (YDR368w), [α] D = +8.0, c 0.98; syn - 3d (YDL124w), [α] D = −3.0, c 3.5, lit .…”