Regioselectivity switch: gold(I)-catalyzed oxidative rearrangement of propargyl alcohols to 1,3-diketones

The gold(I)-catalyzed oxidative rearrangement of propargyl alcohols provides an efficient and selective route to 1,3-diketones under mild conditions. Pyridine-N-oxides were used as external oxidants with, different from related substrates, no alkylidenecycloalkanones or oxetan-3ones formed as side-prod...

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Hauptverfasser: Hashmi, A. Stephen K. (VerfasserIn) , Wang, Tao (VerfasserIn) , Rudolph, Matthias (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: August 10, 2012
In: The journal of organic chemistry
Year: 2012, Jahrgang: 77, Heft: 17, Pages: 7761-7767
ISSN:1520-6904
DOI:10.1021/jo301381z
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1021/jo301381z
Verlag, Volltext: http://pubs.acs.org/doi/10.1021/jo301381z
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Verfasserangaben:A. Stephen K. Hashmi, Tao Wang, Shuai Shi, and Matthias Rudolph
Beschreibung
Zusammenfassung:The gold(I)-catalyzed oxidative rearrangement of propargyl alcohols provides an efficient and selective route to 1,3-diketones under mild conditions. Pyridine-N-oxides were used as external oxidants with, different from related substrates, no alkylidenecycloalkanones or oxetan-3ones formed as side-products.
Beschreibung:Gesehen am 06.09.2018
Beschreibung:Online Resource
ISSN:1520-6904
DOI:10.1021/jo301381z