Work

Synthesis of optically active vicinal fluorocyclopentanols and fluorocyclopentanamines by enzymatic deracemization

Year: 2021

Type: article

Abstract: 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.

Source: ARKIVOC

DOI: 10.24820/ark.5550190.p011.634

Authors: Olga O. Kolodiazhna, Dmitry V. Prysiazhnuk, Anastasy O. Kolodiazhna, Oleg I. Kolodiazhnyi

Institutions: National Academy of Sciences of Ukraine, Institute of Bioorganic Chemistry and Petrochemistry V.P. Kukhar

Language: English

Topic: Enzyme Catalysis and Immobilization

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: diamond

OpenAlex ID: W3211245873

FWCI: 0.14

Cites: 19

Cited by: 2

Related to: 10