Title enzymatic resolution of cf3-containing secondary alcohols

Title ENZYMATIC RESOLUTION OF CF₃-CONTAINING SECONDARY ALCOHOLS

Objectives. CF₃-containing secondary alcohols possess a number of are potentially useful for medicinal and material sciences. Introduction of the CF­₃-group significantly reduces the pKa relative to fluorine-free secondary alcohols approaching to that for the carboxylic acids. The preparation of optically active CF₃-containing secondary alcohols is an important task for biological trails. What kind of trails?

Research goals. Starting racemic CF₃-alcohols will be obtained through the acylation of electron-rich heterocycles followed by the reduction of thus formed ketones, as well as through the addition of the Ruppert-Prakash reagent (TFMTMS) to the corresponding aldehydes. The next step of our research is an application of enzymatic resolution of target compounds. We expect that the enzymatic resolution will proceed under the Kazlauskas rule. So what? Why is it important?

Excepted results. The method of the enzymatic resolution will be applied for tris-fluorinated secondary alcohols. Resulting enantiomerically pure secondary heterocyclic CF₃-containing alcohols are attractive targets for drug design. The choice heterocycle – why those, not others?

Graphical abstract.

Дата добавления: 2015-09-29