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
Benzaldehyde Lyase-Catalyzed Direct Amidation of Aldehydes with Nitroso Compounds
Date
2011-03-07
Author
Ayhan, Peruze
Demir, Ayhan Sıtkı
Metadata
Show full item record
This work is licensed under a
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
.
Item Usage Stats
226
views
0
downloads
Cite This
Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with nitroso compounds and furnishes N-arylhydroxamic acids in high yields. Aromatic aldehydes and benzoins are converted into enamine-carbanion-like intermediates prior to their reaction with nitroso compounds. The kinetic resolution of rac-2-hydroxy-1,2-diphenylethanones furnished (S)-benzoins and arylhydroxamic acids with high enantioselectivities and conversions.
Subject Keywords
Organic Chemistry
,
Catalysis
URI
https://hdl.handle.net/11511/62710
Journal
ADVANCED SYNTHESIS & CATALYSIS
DOI
https://doi.org/10.1002/adsc.201000735
Collections
Department of Chemistry, Article
Suggestions
OpenMETU
Core
Benzaldehyde lyase-catalyzed enantioselective carboligation of aromatic aldehydes with mono- and dimethoxy acetaldehyde
Demir, Ayhan Sıtkı; Sesenoglu, O; Dunkelmann, P; Muller, M (American Chemical Society (ACS), 2003-06-12)
Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with methoxy and dimethoxy acetaldehyde and furnishes (R)-2-hydroxy-3-methoxy-1-arylpropan-1-one and (R)-2-hydroxy-3,3-dimethoxy-1-arylpropan-1-one in high yields and enantiomeric excess via acyloin linkage. Aromatic aldehydes and benzoins are converted into enamine-carbanion-like intermediates prior to carboligation.
Metal triflates-catalyzed conjugate addition of homochiral Pyrroles to alpha,beta-unsaturated esters
Unaleroglu, C; Temelli, B; Demir, Ayhan Sıtkı (Georg Thieme Verlag KG, 2004-10-18)
The Friedel-Crafts reaction of homochiral pyrrole derivatives with alpha,beta-unsaturated esters catalyzed by metal triflates furnished conjugate addition products. The best yields were obtained by using yttrium triflate and methyl 4-phenyl-2-oxobut-3-enoate (2a). The addition worked regioselectively at C-5 of pyrrole. The diastereoisomers were separated by column chromatography.
Cyanide Ion Promoted Addition of Acylphosphonates to Diethyl Cyanophosphonate: Synthesis of Phosphonocyanohydrin O-Phosphates
Demir, Ayhan Sıtkı; Aybey, Asuman; Emrullahoglu, Mustafa (Georg Thieme Verlag KG, 2009-05-18)
Cyanide ion catalyzed addition of acylphosphonates to diethyl cyanophosphonate furnished phosphonocyanohydrin O-phosphates in high yield. The reaction works via the phosphonate-phosphate rearrangement, followed by the addition of diethyl cyanophosphonate to the cyanohydrin phosphate anion.
Acyl Azides: Versatile Compounds in the Synthesis of Various Heterocycles
Balcı, Metin (Georg Thieme Verlag KG, 2018-04-01)
Carbon-nitrogen bond formation is one of the most important reactions in organic chemistry. Various synthetic strategies for the generation of C-N bonds are described in the literature. For example, primary amines can be easily synthesized by the thermal decomposition of an acyl azide to an isocyanate, i.e. the Curtis rearrangement, followed by hydrolysis; the Curtius rearrangement has been used extensively. Furthermore, the advantage of the Curtius rearrangement is the isolation of acyl azides as well as t...
Amination/annulation of chlorobutenones with chiral amine compounds: synthesis of 1,2,4-trisubstituted pyrroles
Demir, Ayhan Sıtkı; Igdir, AC; Gunay, NB (Elsevier BV, 2005-10-03)
A series of 1,2,4-trisubstituted pyrroles have been synthesized in 83-96% yields on treatment of chiral primary amines, amino alcohols and esters of alpha-amino acids with different chlorobutenones in benzene-triethylamine. The conversions proceed without racemization.
Citation Formats
IEEE
ACM
APA
CHICAGO
MLA
BibTeX
P. Ayhan and A. S. Demir, “Benzaldehyde Lyase-Catalyzed Direct Amidation of Aldehydes with Nitroso Compounds,”
ADVANCED SYNTHESIS & CATALYSIS
, pp. 624–629, 2011, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/62710.