All possible stereoisomers of cis-and trans-2-fluorocyclopentan-1-ols were obtained by kinetically controlled deracemization in the presence of lipases in organic media. High enantioselectivities and good yields of stereomers were obtained for all substrates. Optically pure 1,2-fluorocyclopentan-1-ols were converted to 2fluoro-cyclopentan-1-amines using the Mitsunobu reaction. The absolute configurations were determined using the Kazlauskas rule and chemical correlation. The interaction of substrates with enzymes has considered using Koshland induced fit theory.
The optically active halodihydroindenols and dihydroindenediols are components of many biologically active natural compounds. They attract close attention as synthetic blocks for the construction of important pharmaceutical preparations, peptide nucleic acids, and bioregulators. For example, indinavir is an oral drug used to treat human immunodeficiency virus infection [1]. This protease inhibitor, a highly active antiretroviral therapy product, is used to treat HIV infection and AIDS. Cis-and trans-indanediols are the key chiral synthones in the synthesis of indinavir 1 (Scheme 1) [2-4]. Therefore, the chiral derivatives of indanes attract great interest of many chemists, and various approaches to their preparation were developed. Some chiral de rivatives of indanes are produced in industry. For example, in the industrial method for producing the chiral synthetic block indinavir-(1S,2R)-cis-aminoindanol, the bacterial cells of Rhodocco
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