RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000083.xml
Synlett 2012; 23(19): 2768-2772
DOI: 10.1055/s-0032-1317708
DOI: 10.1055/s-0032-1317708
cluster
Cafestol to Tricalysiolide B and Oxidized Analogues: Biosynthetic and Derivatization Studies Using Non-heme Iron Catalyst Fe(PDP)
Weitere Informationen
Publikationsverlauf
Received: 19. Oktober 2012
Accepted after revision: 09. November 2012
Publikationsdatum:
14. November 2012 (online)


Abstract
The tricalysiolides are a recently isolated class of diterpene natural products featuring the carbon backbone of the well-known coffee extract, cafestol. Herein we validate the use of our non-heme iron complex, Fe(PDP), as an oxidative tailoring enzyme mimic to test the proposal that this class of natural products derives from cafestol via cytochrome P-450-mediated furan oxidation. Thereafter, as predicted by computational analysis, C–H oxidation derivatization studies provided a novel 2° alcohol product as a single diastereomer.
Key words
C–H oxidation - functionalization - aliphatic - non-heme iron - natural product diversification - biosynthesis - cafestolSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information