30736-22-2Relevant academic research and scientific papers
Chemoenzymatic synthesis of optically active alcohol and β-amino-acid derivative containing the difluoromethylene group
Ema, Tadashi,Kadoya, Taro,Akihara, Kumiko,Sakai, Takashi
experimental part, p. 198 - 202 (2011/01/03)
The bioreduction of α,α-difluorinated ketones, ethyl 2,2-difluoro-3-oxobutanoate (2a) and 2,2-difluoro-1-phenyl-1,3-butanedione (2b), with cells of recombinant Escherichia coli overproducing SCR (Saccharomyces cerevisiae carbonyl reductase from bakers' yeast) and GDH (glucose dehydrogenase from Bacillus megaterium) gave enantiomerically pure alcohols, ethyl (S)-2,2-difluoro-3-hydroxybutanoate ((S)-1a) and (S)-2,2-difluoro-3-hydroxy-1- phenyl-1-butanone ((S)-1b), respectively, in the presence of NADP+ and glucose in buffer. The reductions of 2a and 2b proceeded completely at the substrate concentrations of 0.4 M (67 g/L) and 1.0 M (200 g/L), respectively. The opposite enantiomers (R)-1a and (R)-1b were also produced by enzyme E039 (a mixture of carbonyl reductase and formate dehydrogenase) contained in Chiralscreen OH (Daicel Chemical Industries) in the presence of NADH and sodium formate in buffer. Enantiomerically pure (S)-1a was converted by organic synthetic methods into an α,α-difluorinated derivative of (R)-β-aminobutyric acid (BABA) in three steps.
STUDY OF THE ESCHENMOSER SULFIDE CONTRACTION METHOD WITH AND WITHOUT A THIOPHILE
Corsaro, A.,Perrini, G.,Testa, M. G.,Chiacchio, U.
, p. 197 - 206 (2007/10/02)
Results obtained and observations made by applying the title method for the synthesis of enaminones 5a-o, using triphenylphosphine as a thiophile and triethylamine as a base, are reported.The product distributions of the deprotonations of α-phenacylthio iminium bromides with and without thiophile and those known from thiouronium and heterocyclic thionium analogs are compared.Key words: Enaminones; α-phenacylthio iminium bromides; disulfides; thiiranes.
The Compounds Related to 3-(1-Imidazolyl)-2-alken-1-ones. Preparation and Reactions
Kashima, Choji,Tajima, Tadakuni,Omote, Yoshimori
, p. 171 - 176 (2007/10/02)
Compounds related to 3-(1-imidazolyl)-2-alken-1-ones, 3-(1-imidazolyl)-2-alkenoic acid derivatives and 2-alken-1-ones having heterocycles on the C-3 carbon were prepared.The reaction of nucleophiles with these compounds was also discussed.
