Enantioselective Synthesis of α-Quaternary Amino Acids by Alkylation of Deprotonated α-Aminonitriles
- Publikationstyp:
- Zeitschriftenaufsatz
- Metadaten:
-
- Autoren
- Isabelle Netz
- Murat Kucukdisli
- Till Opatz
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000357624100036&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1021/acs.joc.5b00868
- eISSN
- 1520-6904
- Externe Identifier
- Clarivate Analytics Document Solution ID: CM3ZN
- PubMed Identifier: 26024300
- ISSN
- 0022-3263
- Ausgabe der Veröffentlichung
- 13
- Zeitschrift
- JOURNAL OF ORGANIC CHEMISTRY
- Paginierung
- 6864 - 6869
- Datum der Veröffentlichung
- 2015
- Status
- Published
- Titel
- Enantioselective Synthesis of α-Quaternary Amino Acids by Alkylation of Deprotonated α-Aminonitriles
- Sub types
- Article
- Ausgabe der Zeitschrift
- 80
Datenquelle: Web of Science (Lite)
- Andere Metadatenquellen:
-
- Autoren
- Isabelle Netz
- Murat Kucukdisli
- Till Opatz
- DOI
- 10.1021/acs.joc.5b00868
- eISSN
- 1520-6904
- ISSN
- 0022-3263
- Ausgabe der Veröffentlichung
- 13
- Zeitschrift
- The Journal of Organic Chemistry
- Sprache
- en
- Online publication date
- 2015
- Paginierung
- 6864 - 6869
- Datum der Veröffentlichung
- 2015
- Status
- Published
- Herausgeber
- American Chemical Society (ACS)
- Herausgeber URL
- http://dx.doi.org/10.1021/acs.joc.5b00868
- Datum der Datenerfassung
- 2023
- Titel
- Enantioselective Synthesis of α-Quaternary Amino Acids by Alkylation of Deprotonated α-Aminonitriles
- Ausgabe der Zeitschrift
- 80
Datenquelle: Crossref
- Abstract
- A series of α-quaternary arylglycines were prepared in high optical purity (up to 98% ee) by α-alkylation of deprotonated α-aminonitriles derived by the Strecker reaction from (4S,5S)-5-amino-2,2-dimethyl-4-phenyl-1,3-dioxane. The procedure includes only chromatographic purification of the final products and is devoid of chromatography or crystallization operations on intermediates to raise the optical purity.
- Addresses
- Institute of Organic Chemistry, Johannes Gutenberg-University, Duesbergweg 10-14, 55128 Mainz, Germany.
- Autoren
- Isabelle Netz
- Murat Kucukdisli
- Till Opatz
- DOI
- 10.1021/acs.joc.5b00868
- eISSN
- 1520-6904
- Externe Identifier
- PubMed Identifier: 26024300
- Open access
- false
- ISSN
- 0022-3263
- Ausgabe der Veröffentlichung
- 13
- Zeitschrift
- The Journal of organic chemistry
- Schlüsselwörter
- Protons
- Nitriles
- Dioxanes
- Amino Acids
- Molecular Structure
- Alkylation
- Catalysis
- Stereoisomerism
- Sprache
- eng
- Medium
- Print-Electronic
- Online publication date
- 2015
- Paginierung
- 6864 - 6869
- Datum der Veröffentlichung
- 2015
- Status
- Published
- Datum der Datenerfassung
- 2015
- Titel
- Enantioselective Synthesis of α-Quaternary Amino Acids by Alkylation of Deprotonated α-Aminonitriles.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 80
Datenquelle: Europe PubMed Central
- Abstract
- A series of α-quaternary arylglycines were prepared in high optical purity (up to 98% ee) by α-alkylation of deprotonated α-aminonitriles derived by the Strecker reaction from (4S,5S)-5-amino-2,2-dimethyl-4-phenyl-1,3-dioxane. The procedure includes only chromatographic purification of the final products and is devoid of chromatography or crystallization operations on intermediates to raise the optical purity.
- Autoren
- Isabelle Netz
- Murat Kucukdisli
- Till Opatz
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/26024300
- DOI
- 10.1021/acs.joc.5b00868
- eISSN
- 1520-6904
- Ausgabe der Veröffentlichung
- 13
- Zeitschrift
- J Org Chem
- Schlüsselwörter
- Alkylation
- Amino Acids
- Catalysis
- Dioxanes
- Molecular Structure
- Nitriles
- Protons
- Stereoisomerism
- Sprache
- eng
- Country
- United States
- Paginierung
- 6864 - 6869
- Datum der Veröffentlichung
- 2015
- Status
- Published
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2016
- Titel
- Enantioselective Synthesis of α-Quaternary Amino Acids by Alkylation of Deprotonated α-Aminonitriles.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 80
Datenquelle: PubMed
- Beziehungen:
- Eigentum von