14087-34-4Relevant academic research and scientific papers
Chiral induction in cyclopentyl-derived 1,3-meso-diesters: enantioselective hydrolyses with electric eel acetylcholinesterase
Deardorff, Donald R.,Amador, Roberto B.,Morton, James W.,Kim, Henry Y.,Taniguchi, Cullen M.,Balbuena, Arnel A.,Warren, Sam A.,Fanous, Vadim,Choe, S. W. Tina
, p. 2139 - 2152 (2007/10/03)
Eight 1,3-meso-diesters derived from a common cyclopentyl backbone were exposed to the hydrolase enzyme acetylcholinesterase from Electrophorus electricus. All eight compounds were hydrolyzed by the enzyme. The overall enantioselectivities were quite high, and the resulting e.e.s were generally >90%. The absolute configurations of the product monoesters were determined through stereochemical correlation. These data revealed that the preferred site for enzymatic hydrolysis in seven of the substrates was the pro-S ester function, with pro-R cleavage detected in the eighth.
Lipase-Catalyzed Transesterification of meso-Cyclopentane Diols
Theil, Fritz,Schick, Hans,Winter, Gabriele,Reck, Guenter
, p. 7569 - 7582 (2007/10/02)
The lipase-catalyzed transesterification of the meso-cyclopentane diols 1a - 6a with vinyl acetate in tetrahydrofuran/triethylamine in the presence of lipases of different origin has been investigated.Depending on the structure of the substrate and the origin of the lipase chiral cyclopentane derivatives with high enantiomeric excess could be obtained in good to excellent chemical yields. Key words: Lipase-catalyzed transesterifications; meso-cyclopentane diols; enantioselective acetylation; enzymes in organic solvents
