Solving a Mystery with Classical and Dual Photoredox Catalysis: Application of Nickel in the Synthesis of Ergot Alkaloids
- Publikationstyp:
- Zeitschriftenaufsatz
- Metadaten:
-
- Autoren
- Jan Brauer
- Rainer Wiechert
- Anika Hahn
- Till Opatz
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:001225291000001&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1021/acs.orglett.4c01291
- eISSN
- 1523-7052
- Externe Identifier
- Clarivate Analytics Document Solution ID: RB8A0
- PubMed Identifier: 38728534
- ISSN
- 1523-7060
- Zeitschrift
- ORGANIC LETTERS
- Datum der Veröffentlichung
- 2024
- Status
- Published
- Titel
- Solving a Mystery with Classical and Dual Photoredox Catalysis: Application of Nickel in the Synthesis of Ergot Alkaloids
- Sub types
- Article
- Early Access
Datenquelle: Web of Science (Lite)
- Andere Metadatenquellen:
-
- Autoren
- Jan Brauer
- Rainer Wiechert
- Anika Hahn
- Till Opatz
- DOI
- 10.1021/acs.orglett.4c01291
- eISSN
- 1523-7052
- ISSN
- 1523-7060
- Ausgabe der Veröffentlichung
- 20
- Zeitschrift
- Organic Letters
- Sprache
- en
- Online publication date
- 2024
- Paginierung
- 4314 - 4317
- Datum der Veröffentlichung
- 2024
- Status
- Published
- Herausgeber
- American Chemical Society (ACS)
- Herausgeber URL
- http://dx.doi.org/10.1021/acs.orglett.4c01291
- Datum der Datenerfassung
- 2024
- Titel
- Solving a Mystery with Classical and Dual Photoredox Catalysis: Application of Nickel in the Synthesis of Ergot Alkaloids
- Ausgabe der Zeitschrift
- 26
Datenquelle: Crossref
- Abstract
- A short synthesis of the ergot alkaloid lysergene and a formal total synthesis of lysergic acid diethylamide (LSD) under the avoidance of palladium and including two nickel-catalyzed steps instead have been developed. A key intermediate of this approach has already been reported by Hendrickson et al. in 2004 (Hendrickson, J.B. et al. <i>Org. Lett.</i> <b>2004</b>, <i>6</i>, 3-5), yet the spectral data do not match, adding to doubts about the course of their route. While the final steps of the Hendrickson synthesis could not be reproduced, we were able to leverage the elusive intermediate.
- Addresses
- Department of Chemistry, Johannes Gutenberg University, Duesbergweg 10-14, 55128 Mainz, Germany.
- Autoren
- Jan Brauer
- Rainer Wiechert
- Anika Hahn
- Till Opatz
- DOI
- 10.1021/acs.orglett.4c01291
- eISSN
- 1523-7052
- Externe Identifier
- PubMed Identifier: 38728534
- Open access
- false
- ISSN
- 1523-7060
- Ausgabe der Veröffentlichung
- 20
- Zeitschrift
- Organic letters
- Sprache
- eng
- Medium
- Print-Electronic
- Online publication date
- 2024
- Paginierung
- 4314 - 4317
- Datum der Veröffentlichung
- 2024
- Status
- Published
- Datum der Datenerfassung
- 2024
- Titel
- Solving a Mystery with Classical and Dual Photoredox Catalysis: Application of Nickel in the Synthesis of Ergot Alkaloids.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 26
Datenquelle: Europe PubMed Central
- Abstract
- A short synthesis of the ergot alkaloid lysergene and a formal total synthesis of lysergic acid diethylamide (LSD) under the avoidance of palladium and including two nickel-catalyzed steps instead have been developed. A key intermediate of this approach has already been reported by Hendrickson et al. in 2004 (Hendrickson, J.B. et al. Org. Lett. 2004, 6, 3-5), yet the spectral data do not match, adding to doubts about the course of their route. While the final steps of the Hendrickson synthesis could not be reproduced, we were able to leverage the elusive intermediate.
- Autoren
- Jan Brauer
- Rainer Wiechert
- Anika Hahn
- Till Opatz
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/38728534
- DOI
- 10.1021/acs.orglett.4c01291
- eISSN
- 1523-7052
- Ausgabe der Veröffentlichung
- 20
- Zeitschrift
- Org Lett
- Sprache
- eng
- Country
- United States
- Paginierung
- 4314 - 4317
- Datum der Veröffentlichung
- 2024
- Status
- Published
- Titel
- Solving a Mystery with Classical and Dual Photoredox Catalysis: Application of Nickel in the Synthesis of Ergot Alkaloids.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 26
Datenquelle: PubMed
- Beziehungen:
- Eigentum von