57415-98-2Relevant academic research and scientific papers
Lipases aided esterification of (2,2-dimethyl-1,3-dioxolan-4-yl)methanol
Zniszczol, Aurelia,Walczak, Krzysztof Z.
, p. 6 - 12 (2014)
Racemic solketal (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol 1, was treated with carboxylic acids of varying chain length or their vinyl esters in the presence of different lipases. The esterification reaction was carried out in n-hexane or diisopropyl ether as a solvent. The yield of the solketal esters and their enantiopurity were satisfactory, as indicated by gas chromatography using chiral column. Lipases from Rhizopus oryzae and Pseudomonas fluorescence gave the best enantiomeric excess (ee) when the solketal was treated with vinyl butyrate in a solution of diisopropyl ether at room temperature.
Catalytic enantioselective 1,2-diboration of 1,3-dienes: Versatile reagents for stereoselective allylation
Kliman, Laura T.,Mlynarski, Scott N.,Ferris, Grace E.,Morken, James P.
, p. 521 - 524 (2012/03/11)
More with boron: The development of catalytic enantioselective 1,2-diboration of 1,3-dienes enables a new strategy for enantioselective carbonyl allylation reactions (see scheme). These reactions occur with outstanding levels of stereoselection and can be applied to both monosubstituted and 1,1-disubstituted dienes. The carbonyl allylation reactions provide enantiomerically enriched functionalized homoallylic alcohol products. Copyright
A genetic selection system for evolving enantioselectivity of enzymes
Reetz, Manfred T.,Hoebenreich, Horst,Soni, Pankaj,Fernandez, Layla
supporting information; experimental part, p. 5502 - 5504 (2009/04/13)
As an alternative to screening in the directed evolution of enantioselective enzymes, a selection system has been implemented for a lipase-catalyzed hydrolytic kinetic resolution of a chiral ester. The Royal Society of Chemistry.
Enantioselective hydrolysis of (RS)-isopropylideneglycerol acetate with Kluyveromyces marxianus
Molinari, Francesco,Cavenago, Kristin Solange,Romano, Andrea,Romano, Diego,Gandolfi, Raffaella
, p. 1945 - 1947 (2007/10/03)
The hydrolysis of (RS)-isopropylideneglycerol acetate with whole cells of the yeast Kluyveromyces marxianus is reported. The biotransformation furnished (R)-isopropylideneglycerol as major enantiomer with good enantioselectivity (E=28) under optimised conditions. The reaction can be performed in an ultrafiltration-membrane reactor allowing for the obtainment of 19.2g/L of enantiomerically pure (R)-isopropylideneglycerol acetate starting from 60g/L of racemic mixture.
Process for preparation of 1,3-dioxolane-4-methanol compounds
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, (2008/06/13)
PCT No. PCT/JP97/03165 Sec. 371 Date Feb. 8, 1999 Sec. 102(e) Date Feb. 8, 1999 PCT Filed Sep. 9, 1997 PCT Pub. No. WO98/11087 PCT Pub. Date Mar. 19, 1998A process for preparing easily and economically a 1,3-dioxolane-4-methanol compound in a racemic form or an optically active form with high purity and in high yield. The process comprises reacting an alkali metal or alkaline earth metal salt of an alcohol or a carboxylic acid with a halogenomethyl-1,3-dioxolane which is prepared by acetalizing a halogeno-1,2-propanediol of a formula (1) wherein X is a halogen atom, in an acid catalyst to conduct esterification or etherification, and then hydrolyzing the ester group and hydrogenolyzing the ether group to prepare a 1,3-dioxolane-4-methanol compound of a formula (5) wherein R1 and R2 are hydrogen atom, alkyl having 1 to 4 carbon atoms or phenyl, and R1 and R2 may form a cycloalkyl ring having 3 to 6 carbon atoms with the adjacent carbon atoms.
