Show/Hide Menu
Hide/Show Apps
Logout
Türkçe
Türkçe
Search
Search
Login
Login
OpenMETU
OpenMETU
About
About
Open Science Policy
Open Science Policy
Open Access Guideline
Open Access Guideline
Postgraduate Thesis Guideline
Postgraduate Thesis Guideline
Communities & Collections
Communities & Collections
Help
Help
Frequently Asked Questions
Frequently Asked Questions
Guides
Guides
Thesis submission
Thesis submission
MS without thesis term project submission
MS without thesis term project submission
Publication submission with DOI
Publication submission with DOI
Publication submission
Publication submission
Supporting Information
Supporting Information
General Information
General Information
Copyright, Embargo and License
Copyright, Embargo and License
Contact us
Contact us
PLE and HLE catalyzed reverse enantiomeric separation of (±)-methyl-2- methoxy-1-methyl-2,5-cyclohexadiene-1-carboxylate derivatives
Date
1999-03-26
Author
Tanyeli, Cihangir
Demir, Ayhan Sıtkı
ALVES, Rosemeire Brondi
ARSENİYADİS, Simeon
Metadata
Show full item record
This work is licensed under a
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
.
Item Usage Stats
122
views
0
downloads
Cite This
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.
Subject Keywords
Organic-synthesis
,
Photorearrangement
URI
https://hdl.handle.net/11511/37386
Journal
Tetrahedron Asymmetry
DOI
https://doi.org/10.1016/s0957-4166(99)00080-4
Collections
Department of Chemistry, Article
Suggestions
OpenMETU
Core
Fam-zinc catalyzed asymmetric 1,3-dipolar cycloaddition reactions of azomethine ylides and
Koyuncu, Hasan; Doğan, Özdemir; Department of Chemistry (2007)
In the first part of this study, four new chiral ligands (FAM) were synthesized and used in catalytic amounts in asymmetric 1,3-dipolar cycloaddition reactions of azomethine ylides. This method leads to the synthesis of chiral pyrrolidines, which are found in the structure of many biologically active natural compounds and drugs. It was found that using 10 mol% of one of these chiral ligands with different dipolarophiles (dimethyl maleate, dimethyl fumarate, methyl acrylate, tert-butyl acrylate, and Nmethylm...
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 catalyzed enantiomeric separation of (+/-)-2-furylcarbinols
Tanyeli, Cihangir; Arkin, Ali Hakan; Akhmedov, Idris Mecidoğlu (1997-01-01)
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.
Chemoenzymatic synthesis of chiral hydroxymethyl cycloalkenols
Şenocak, Deniz; Demir, Ayhan Sıtkı; Department of Chemistry (2004)
Chiral cyclic alkenols with hydroxymethyl functionality are important structural units in many biologically active natural compouds such as prostaglandins, sesquiterpene antiviral agents, pentenomycins, xanthocidin, sarkomycin, etc. 1,3-cycloalkanediones are converted into bicyclic polyoxo derivatives with formaldehyde and trioxane in the presence of Lewis acid. Selective oxidation of the bicyclic compounds by using manganese(III)acetate followed by enzyme-catalyzed kinetic resolution afforded chiral bicycl...
Naphthazarin-Polycyclic Conjugated Hydrocarbons and Iptycenes
Dengiz, Çağatay; GUTIERREZ, Gregory D.; SWAGER, Timothy M. (American Chemical Society (ACS), 2017-07-21)
The synthesis of a set of naphthazarin-containing polycyclic conjugated hydrocarbons is described herein. Sequential Diels-Alder reactions on a tautomerized naphthazarin core were employed to access the final conjugated systems. Complete conjugation across the backbone can be achieved through complexation with BF2, as observed by (HNMR)-H-1 analysis and UV/vis spectroscopy. Precise synthetic control over the degree of oxidation of naphthazarin quinone Diels-Alder adduct 10 is additionally demonstrated and e...
Citation Formats
IEEE
ACM
APA
CHICAGO
MLA
BibTeX
C. Tanyeli, A. S. Demir, R. B. ALVES, and S. ARSENİYADİS, “PLE and HLE catalyzed reverse enantiomeric separation of (±)-methyl-2- methoxy-1-methyl-2,5-cyclohexadiene-1-carboxylate derivatives,”
Tetrahedron Asymmetry
, pp. 1129–1133, 1999, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/37386.