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
Conversion of homochiral amines, beta-amino alcohols and alpha-amino acids to their chiral 2-substituted pyrrole derivatives
Date
2001-01-01
Author
Demir, Ayhan Sıtkı
Akhmedov, IM
Sesenoglu, O
Alpturk, O
Apaydin, S
Gercek, Z
Ibrahimzade, N
Metadata
Show full item record
This work is licensed under a
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
.
Item Usage Stats
83
views
0
downloads
Cite This
The conversion of the amino group of chiral amines, amino alcohols, amino acids and their esters into chiral 2-substituted pyrrole derivatives with various halogeno enones is described. The conversion works in good yield and without racemization. The synthesis of 2-phenylpyrrole derivatives was possible with amino alcohols but not with amino acids or their esters
URI
https://hdl.handle.net/11511/52147
Journal
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
DOI
https://doi.org/10.1039/b008317h
Collections
Department of Chemistry, Article
Suggestions
OpenMETU
Core
Conversion of homochiral amines, β-amino alcohols and α-amino acids to their chiral 2-methylpyrrole derivatives
Demir, Ayhan Sıtkı; Akhmedov, Idris M.; Tanyeli, Cihangir; GERÇEK, Zuhal; Gadzhili, Raik A. (1997-03-13)
5-Chloro-3-penten-2-one reacts with the amino group of homochiral amines, amino alcohols, amino acid esters to form corresponding 2-pyrrole derivatives in good yield and without racemization. (C) 1997 Elsevier Science Ltd.
Synthesis of 1,2,3,5-tetrasubstituted pyrrole derivatives from 2-(2-bromoallyl)-1,3-dicarbonyl compounds
Demir, Ayhan Sıtkı; Akhmedov, IM; Sesenoglu, O (Elsevier BV, 2002-12-02)
2-(2-Bromoallyl)-1,3-dicarbonyl compounds are converted into beta-enamino, beta-hydrazino esters and ketones, followed by base-promoted cyclization, leading to the formation of the corresponding 1,2,3,5-tetrasubstituted pyrroles. 1,2,4- and 1,2,3,4-Substituted pyrroles are also isolated as minor products. Starting from the 2-(2-bromoallyl)-cyclohexane-1,3-dione the corresponding tetrahydro indolone is prepared in good yield.
Synthesis of chiral acetoxy lactones via the Baeyer-Villiger oxidation of cyclic aromatic acetoxy ketones
Demir, Ayhan Sıtkı; Aybey, Asuman (Elsevier BV, 2008-12-01)
The alpha-acetoxylation of indanones and tetralones by using Mn(OAc)(3) followed by the enzyme catalyzed kinetic resolution of acetoxy ketones furnished both of the enantiomers of alpha-acetoxy ketones in good chemical and optical yields. The Baeyer-Villiger oxidation of alpha-acetoxy ketones with m-CPBA, CF(3)SO(3)H, and CH(2)O(2), at rt gives the corresponding lactones without racemization. The acetoxy ketone moiety migrates selectively in order to form lactones. The mild hydrolysis of lactones affords ph...
Novel enantioselective synthesis of both enantiomers of furan-2-yl Amines and amino acids
Demir, Ayhan Sıtkı; Sesemoglu, O; Ulku, D; Arici, C (Wiley, 2003-01-01)
A new enantioselective synthesis of furan-2-yl amines and amino acids is described, in which the key step is the oxazaborolidine-catalyzed enantioselective reduction of O-benzyl (E)- and (Z)-furan-2-yl ketone oximes to the corresponding chiral amines. The chirality of the furan-2-yl amines is fully controlled by the appropriate choice of the geometrical isomer of the O-benzyl oxime. Oxidation of the furan ring furnished amino acids in high yields.
Synthesis of n-(2-propylphenyl) substituted chiral amino alcohols and their usage in enantioselective diethylzinc addition reactions
Günler, Zeynep İnci; Tanyeli, Cihangir; Department of Chemistry (2011)
IChiral 1,2-amino alcohols were synthesized via newly developed “intramolecular unsaturation transfer” using cyclohexanone, propargyl bromide, and various chiral amino alcohols as starting components. These amino alcohols can be potential chiral ligands for many asymmetric transformation reactions. Therefore, their effectiveness as chiral ligands in diethylzinc addition to benzaldehyde and N-diphenylphosphinoyl imines were tested. Various parameters including temperature, solvent, ligand amount etc. were sc...
Citation Formats
IEEE
ACM
APA
CHICAGO
MLA
BibTeX
A. S. Demir et al., “Conversion of homochiral amines, beta-amino alcohols and alpha-amino acids to their chiral 2-substituted pyrrole derivatives,”
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
, pp. 1162–1167, 2001, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/52147.