PLE catalyzed enantiomeric separation of (+/-)-2-furylcarbinols

Tanyeli, Cihangir
Arkin, Ali Hakan
Akhmedov, Idris Mecidoğlu
O-Acetyl derivatives of (+/-)-2-furylcarbinols were resolved by PLE catalyzed hydrolysis to afford optically active 2-furylcarbinols in up to 98% e.e. that are valuable chiral building blocks in the synthesis of various biologically active compounds. Enantiomeric excess values were determined by using H-1-NMR and GC analysis of (S)-O-acetyllactyl ester derivatives of 2-furylcarbinols. They were also correlated with the Literature values.


PLE catalysed enantiomeric separation of various (+/-)-6-acetoxy-alpha,beta-unsaturated cyclic ketones
Tanyeli, Cihangir; Dikici, E; Fleischhauer, J; Repges, C; Wang, YK; Gawronski, J; Kacprzak, K (2001-01-01)
Various (+/-)-6-acetoxy-alpha,beta -unsaturated cyclic ketones were resolved by PLE catalysed hydrolysis to afford enantiomerically enriched 6-hydroxy derivatives with 85-98% e.e. The absolute configuration of 6-hydroxy-alpha,beta -unsaturated cyclic ketones were determined via CD measurements.
PLE and HLE catalyzed reverse enantiomeric separation of (±)-methyl-2- methoxy-1-methyl-2,5-cyclohexadiene-1-carboxylate derivatives
Tanyeli, Cihangir; Demir, Ayhan Sıtkı; ALVES, Rosemeire Brondi; ARSENİYADİS, Simeon (1999-03-26)
We describe the diversities of hydrolase-type enzymes PLE and HLE on the hydrolysis of (+/-)-methyl-2-methoxy-1 -methyl-2,5-cyclohexadiene-1-carboxylate and (+/-)-methyl-2-methoxy-1 -methyl-2,5-cyclohexadiene-4-one-1-carboxylate to afford both enantiomers with 92-96% ee.
CCL- and PLE-catalyzed reverse enantiomeric separation of various (+/-)-2-thienylcarbinols
Tanyeli, Cihangir; Ozdemirhan, D (2001-01-01)
(+/-)-2-Thienylcarbinols and their O-acetyl derivatives were resolved in reverse separation by CCL and PLE catalysed hydrolysis to afford optically active 2-thienylcarbinols in 35%-99% e.e. that are valuable chiral building blocks, in particular in the synthesis of pheromones and some alkoloid type natural products. Absolute configurations were determined by the correlation of specific rotation values with the literature and by transforming into the corresponding secondary alcohols via reductive desulfuriza...
Copper-catalyzed asymmetric conjugate addition of diethylzinc to substituted chalcones using a chiral phosphine ligand
Doğan, Özdemir; Polat, Savas; Tecimer, M. Ali (2011-09-15)
A series of chiral phosphine PFAM and phosphine oxide POFAM ligands were studied for the copper-catalyzed asymmetric diethylzinc addition to enones. One of these ligands, PFAM2, was an efficient catalyst with a variety of enones to give conjugate addition products in up to 96% yield and 92% ee.
Stereoselective construction of 2-oxindole fused spirocycle precursors /
Karahan, Seda; Tanyeli, Cihangir; Department of Chemistry (2019)
Recent literature on the bioactivity of isatin (indoline-2,3-dione) derivatives triggered organic chemists to make use of the unique potential of isatin in asymmetric organocatalytic synthesis. Due to extensive presence of 2-oxindole skeleton, especially spiro-fused cycles, in many natural products, they drew the special interest in the disciplines of medicinal chemistry and agrochemistry. Due to highly reactive prochiral carbonyl group, isatins are potent precursors for the synthesis of 3,3-disubstituted s...
Citation Formats
C. Tanyeli, A. H. Arkin, and I. M. Akhmedov, “PLE catalyzed enantiomeric separation of (+/-)-2-furylcarbinols,” ENANTIOMER, pp. 433–439, 1997, Accessed: 00, 2020. [Online]. Available: