A Xylochemically Inspired Synthesis of Lamellarin G Trimethyl Ether via an Enaminone Intermediate
- Publication type:
- Journal article
- Metadata:
-
- Autoren
- Robin Klintworth
- Charles B de Koning
- Till Opatz
- Joseph P Michael
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000485089200046&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1021/acs.joc.9b01604
- eISSN
- 1520-6904
- Externe Identifier
- Clarivate Analytics Document Solution ID: IW6LM
- PubMed Identifier: 31392888
- ISSN
- 0022-3263
- Ausgabe der Veröffentlichung
- 17
- Zeitschrift
- JOURNAL OF ORGANIC CHEMISTRY
- Paginierung
- 11025 - 11031
- Datum der Veröffentlichung
- 2019
- Status
- Published
- Titel
- A Xylochemically Inspired Synthesis of Lamellarin G Trimethyl Ether via an Enaminone Intermediate
- Sub types
- Article
- Ausgabe der Zeitschrift
- 84
Data source: Web of Science (Lite)
- Other metadata sources:
-
- Autoren
- Robin Klintworth
- Charles B de Koning
- Till Opatz
- Joseph P Michael
- DOI
- 10.1021/acs.joc.9b01604
- eISSN
- 1520-6904
- ISSN
- 0022-3263
- Ausgabe der Veröffentlichung
- 17
- Zeitschrift
- The Journal of Organic Chemistry
- Sprache
- en
- Online publication date
- 2019
- Paginierung
- 11025 - 11031
- Datum der Veröffentlichung
- 2019
- Status
- Published
- Herausgeber
- American Chemical Society (ACS)
- Herausgeber URL
- http://dx.doi.org/10.1021/acs.joc.9b01604
- Datum der Datenerfassung
- 2023
- Titel
- A Xylochemically Inspired Synthesis of Lamellarin G Trimethyl Ether via an Enaminone Intermediate
- Ausgabe der Zeitschrift
- 84
Data source: Crossref
- Abstract
- A concise high yielding synthesis of lamellarin G trimethyl ether has been achieved from precursors and solvents that can in principle be derived from xylochemical (woody biomass) sources. The route is comparatively green in that some reactions are performed without solvent or with relatively benign solvents. In addition, chromatographic purification of products is avoided, and only a single aqueous workup is performed. The novelty of the synthesis lies in the intermediacy of an enaminone for the construction of the central pyrrole ring. The overall yield of the product is among the highest reported to date.
- Addresses
- Molecular Sciences Institute, School of Chemistry , University of the Witwatersrand , Johannesburg , PO Wits 2050 , South Africa.
- Autoren
- Robin Klintworth
- Charles B de Koning
- Till Opatz
- Joseph P Michael
- DOI
- 10.1021/acs.joc.9b01604
- eISSN
- 1520-6904
- Externe Identifier
- PubMed Identifier: 31392888
- Funding acknowledgements
- Bundesministerium f?r Bildung und Forschung: 01DG17013
- National Research Foundation: 105839
- National Research Foundation: 85964
- University of the Witwatersrand, Johannesburg:
- National Research Foundation: 93447
- Open access
- false
- ISSN
- 0022-3263
- Ausgabe der Veröffentlichung
- 17
- Zeitschrift
- The Journal of organic chemistry
- Sprache
- eng
- Medium
- Print-Electronic
- Online publication date
- 2019
- Paginierung
- 11025 - 11031
- Datum der Veröffentlichung
- 2019
- Status
- Published
- Datum der Datenerfassung
- 2019
- Titel
- A Xylochemically Inspired Synthesis of Lamellarin G Trimethyl Ether via an Enaminone Intermediate.
- Sub types
- Research Support, Non-U.S. Gov't
- Journal Article
- Ausgabe der Zeitschrift
- 84
Data source: Europe PubMed Central
- Abstract
- A concise high yielding synthesis of lamellarin G trimethyl ether has been achieved from precursors and solvents that can in principle be derived from xylochemical (woody biomass) sources. The route is comparatively green in that some reactions are performed without solvent or with relatively benign solvents. In addition, chromatographic purification of products is avoided, and only a single aqueous workup is performed. The novelty of the synthesis lies in the intermediacy of an enaminone for the construction of the central pyrrole ring. The overall yield of the product is among the highest reported to date.
- Autoren
- Robin Klintworth
- Charles B de Koning
- Till Opatz
- Joseph P Michael
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/31392888
- DOI
- 10.1021/acs.joc.9b01604
- eISSN
- 1520-6904
- Ausgabe der Veröffentlichung
- 17
- Zeitschrift
- J Org Chem
- Sprache
- eng
- Country
- United States
- Paginierung
- 11025 - 11031
- Datum der Veröffentlichung
- 2019
- Status
- Published
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2020
- Titel
- A Xylochemically Inspired Synthesis of Lamellarin G Trimethyl Ether via an Enaminone Intermediate.
- Sub types
- Journal Article
- Research Support, Non-U.S. Gov't
- Ausgabe der Zeitschrift
- 84
Data source: PubMed
- Beziehungen:
- Property of