13856-87-6Relevant articles and documents
Control of enantioselectivity in the enzymatic reduction of halogenated acetophenone analogs by substituent positions and sizes
Koesoema, Afifa Ayu,Standley, Daron M.,Ohshima, Shusuke,Tamura, Mayumi,Matsuda, Tomoko
supporting information, (2020/03/23)
We utilized acetophenone reductase from Geotrichum candidum NBRC 4597 (GcAPRD), wild type and Trp288Ala mutant, to reduce halogenated acetophenone analogs to their corresponding (S)- and (R)-alcohols beneficial as pharmaceutical intermediates. Reduction by wild type resulted in excellent (S)-enantioselectivity for all of the substrates tested. Meanwhile, reduction by Trp288Ala resulted in high (R)-enantioselectivity for the reduction of 4′ substituted acetophenone and 2′-trifluoromethylacetophenone. In addition to that, we were able to control the enantioselectivity of Trp288Ala by the positions and sizes of the halogen substituents.
Catalytic asymmetric addition of alkyllithium reagents to aromatic aldehydes
Fernandez-Mateos, Emilio,MacIa, Beatriz,Yus, Miguel
supporting information; body text, p. 3732 - 3736 (2012/09/21)
Herein, we report the first efficient catalytic system for the asymmetric alkylation of aldehydes with organolithium reagents in the presence of titanium(IV) isopropoxide. A variety of alkyllithium reagents can be added to aromatic aldehydes in good yields with high enantioselectivities in a simple one-pot procedure under mild conditions. Herein, we report the first efficient catalytic system for the asymmetric alkylation ofaldehydes with organolithium reagents in the presence of titanium(IV) isopropoxide. A variety of alkyllithium reagents can be added to aromatic aldehydes in good yields with high enantioselectivities in a simple one-pot procedure under mild conditions. Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Efficient chemoselective addition of grignard reagents to carbonyl compounds in 2-methyltetrahydrofuran
Zhong, Weihui,Wu, Yaotiao,Zhang, Xingxian
experimental part, p. 370 - 373 (2009/12/25)
Compared with tetrahydrofuran (THF) as a solvent for the addition reactions between Grignard reagents and carbonyl compounds 2-methyltetrahydrofuran affords the corresponding adducts in higher yields with higher chemoselectivities. Moreover, 2-methyltetrahydrofuran can be readily recycled and reused, which lowers the cost of the process and makes the reaction greener.