129443-08-9Relevant articles and documents
Syntheses of (R)- and (S)-enantiomeric 1,1,1-trifluoromethyl-2-alkanols with high enantiomeric purity controlled through derivatization with l-menthyl phthalate
Mikhailenko, Vadim,Yedamenko, Daria,Vlasenko, Ganna,Krivoshey, Alexander,Vashchenko, Valerii
, p. 5956 - 5959 (2015)
Readily available l-menthyl phthalate has been shown to be an effective derivatizing agent for determination of the enantiomeric purity of alkyl- and aryl-substituted 1,1,1-trifluoromethyl-2-alkanols using HPLC and GC. It has been shown that a previously described protocol for one-step enzymatic kinetic resolution results in the formation of the desired 1,1,1-trifluoromethyl-2-alkanols with 96-98% ee. Enrichment of the (R)-isomer of trifluoromethyl alkanols by repetition of the enzymatic hydrolysis procedure was found to increase the ee up to 99.9%. Furthermore, excessive conversion of the corresponding esters during enzymatic hydrolysis allowed enantiomerically pure (S)-1,1,1-trifluoromethyl-2-alkanols to be obtained.
Highly enantioselective transfer hydrogenation of fluoroalkyl ketones
Sterk, Damjan,Stephan, Michel,Mohar, Barbara
, p. 5935 - 5938 (2007/10/03)
(Chemical Equation Presented) The asymmetric transfer hydrogenation of fluoroalkyl ketones mediated by [Ru(η6-arene)((S,S)-R 2NSO2DPEN)] catalysts using HCO2H-Et 3N afforded the corresponding alcohols
Different stereochemistry for the reduction of trifluoromethyl ketones and methyl ketones catalyzed by alcohol dehydrogenase from Geotrichum
Nakamura, Kaoru,Matsuda, Tomoko,Itoh, Toshiyuki,Ohno, Atsuyoshi
, p. 5727 - 5730 (2007/10/03)
Reduction of trifluoromethyl ketones by a crude alcohol dehydrogenase from Geotrichum affords (S)-trifluoromethyl carbinols in excellent ee, whereas the reduction of methyl ketones gives the corresponding alcohols of the opposite configuration in excellent ee.
