Enantiomeric separation of various cyclic a'-Acetoxyenones via hydrolase type enzymes

Dikici, Emre


Enantiomeric resolution of (+-)-2-substituted norbornadiene and perchloro norbornadiene derivatives via hydrolase type enzymes
Çelikel, Gamze; Tanyeli, Cihangir; Ahmedov, İdris Mecitoğlu; Department of Chemistry (2000)
Enantioselective synthesis of 4,5,6,7-tetrahydro-4-oxo-benzofuran-5-yl acetate and 1-benzyl-4,5,6,7-tetrahydro-4-oxo-1(H)-indol-5-yl acetate using chemoenzymatic methods
Demir, Ayhan Sıtkı; Caliskan, Zerrin; Sahin, Ertan (Elsevier BV, 2007-03-01)
The chemoenzymatic synthesis of both of the enantiomers of pharmacologically interesting compounds such as 4,5,6,7-tetrahydro-4-oxobenzofuran-5-yl acetate (2a), 4,5,6,7-tetrahydro-4-oxo-6,6-dimethylbenzofuran-5-yl acetate (2b), and their hydroxy derivatives 3a, 3b, 1-benzyl4,5,6,7-tetrahydro-4-oxo-1(H)-indol-5-yl acetate (5), starting from 6,7-dihydrobenzofuran-4(5H)-one (la), 6,7-dihydro-6,6-dimethylbenzofuran4(5H)-one (7b), and 1-benzyl-6,7-dihydro-1 H-indol-4(5H)-one (4) are reported. Manganese(III) acet...
Enantioselective synthesis of hydroxy ketones through cleavage and formation of acyloin linkage. Enzymatic kinetic resolution via C-C bond cleavage
Demir, Ayhan Sıtkı; Pohl, M; Janzen, E; Muller, M (2001-01-01)
Both enantiomers of benzoins and (R)-2-hydroxy-1-phenylpropanone analogues were obtained in high yield on a preparative scale starting from aromatic aldehydes, rac-benzoins and aliphatic aldehydes via enzyme-catalysed C-C bond cleavage and C-C bond formation reactions.
Enzymatic hydrolysis by transition-metal-dependent nucleophilic aromatic substitution
Kalyoncu, Sibel; Heaner, David P.; Kurt, Zöhre; Bethel, Casey M.; Ukachukwu, Chiamaka U.; Chakravarthy, Srinivas; Spain, Jim C.; Lieberman, Raquel L. (2016-12-01)
Nitroaromatic compounds are typically toxic and resistant to degradation. Bradyrhizobium species strain JS329 metabolizes 5-nitroanthranilic acid (5NAA), which is a molecule secreted by Streptomyces scabies, the plant pathogen responsible for potato scab. The first biodegradation enzyme is 5NAA-aminohydrolase (5NAA-A), a metalloprotease family member that converts 5NAA to 5-nitrosalicylic acid. We characterized 5NAA-A biochemically and obtained snapshots of its mechanism. 5NAA-A, an octamer that can use sev...
Enantioselective reduction of ketones with borane catalyzed by cyclic β- amino alcohols prepared from proline
Demir, Ayhan S; Mecitoglu, Idris; Tanyeli, Cihangir; Gülbeyaz, Volkan (Elsevier BV, 1996-12)
New catalysts have been prepared from (S)- and (R)- proline and the asymmetric borane reduction of prochiral ketones using these catalysts has been studied. The secondary alcohols were obtained in 76-95% yield with 57-96% enantiomeric excesses. Copyright (C) 1996 Elsevier Science Ltd
Citation Formats
E. Dikici, “Enantiomeric separation of various cyclic a’-Acetoxyenones via hydrolase type enzymes,” Middle East Technical University, 1997.