90865-32-0Relevant academic research and scientific papers
Identification and Implementation of Biocatalytic Transformations in Route Discovery: Synthesis of Chiral 1,3-Substituted Cyclohexanone Building Blocks
Hadi, Timin,D?az-Rodr?guez, Alba,Khan, Diluar,Morrison, James P.,Kaplan, Justin M.,Gallagher, Kathleen T.,Schober, Markus,Webb, Michael R.,Brown, Kristin K.,Fuerst, Douglas,Snajdrova, Radka,Roiban, Gheorghe-Doru
, p. 871 - 879 (2018)
Several biocatalytic approaches for the preparation of optically pure methyl 3-oxocyclohexanecarboxylates (S)-, (R)-1 and 3-oxocyclohexanecarbonitriles (S)-, (R)-2 have been successfully demonstrated. Screening of reaction-focused enzyme collections was used to identify initial hits using three enzymatic strategies. Reaction optimization and scale-up enabled the production of chiral intermediates for route scouting efforts on scales of up to 100 g. The enzymes applied in these processes (lipases, enoate reductases, and nitrilases) have been shown to be robust catalysts for drug manufacturing and represent a green alternative to conventional methods to access these chiral cyclohexanone building blocks.
A catalytic enantioselective conjugate addition of cyanide to enones
Tanaka, Yuta,Kanai, Motomu,Shibasaki, Masakatsu
, p. 6072 - 6073 (2008/12/20)
The first synthetically useful catalytic enantioselective conjugate addition of cyanide to enones is described. The optimized conditions involved a Gd catalyst (5 or 10 mol %) derived from ligands 3 or 4 and a 1:1 ratio of TBSCN and 2,6-dimethylphenol. Th
