Kinetic resolution of fluorinated propargyl alcohols by lipase-catalyzed enantioselective transesterification

Autor:	Deok Chan Ha, Keehoon Won, Bum Tae Kim, Jung Yun Lim, Nan Young Jeon, Hyuk Lee, Sung Jin Ko
Rok vydání:	2009
Předmět:	biology Chemistry organic chemicals Organic Chemistry Enantioselective synthesis Transesterification Catalysis Kinetic resolution Inorganic Chemistry Propargyl biology.protein Organic chemistry Physical and Theoretical Chemistry Lipase Enantiomer Enantiomeric excess
Zdroj:	Tetrahedron: Asymmetry. 20:1109-1114
ISSN:	0957-4166
Popis:	In order to obtain optically active fluorinated propargyl alcohols, a lipase-catalyzed kinetic resolution has been carried out. The effect of lipase types, organic solvents, reaction temperature, and acyl donors was examined in the lipase-catalyzed transesterification of 1,1,1-trifluoro-4-phenyl-3-butyn-2-ol. Various enantiomerically pure fluorinated propargyl alcohols have been successfully prepared in good enantiomeric excess (>84%) by Novozym 435-catalyzed transesterification with vinyl butanoate at 60 °C in n-hexane. In some cases, the enantiomeric purities were excellent (>99% ee).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::88dddb912e5f5681725698cbf184c90a https://doi.org/10.1016/j.tetasy.2009.03.041 Zobrazit plný text záznamu Full Text from ScienceDirect