Publikation:

Alpha-Alkylidenecyclopentanones by Alpha-Alkylidation of Methyl 2-Oxocyclopentanecarboxylate

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Alpha_Alkylidenecyclopentanones_by_.pdf
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1994

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Arnecke, Ralf
Köhler, Thomas

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Published

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Liebigs Annalen der Chemie. 1994, 1994(9), pp. 891-894. ISSN 0170-2041. eISSN 1099-0690. Available under: doi: 10.1002/jlac.199419940908

Zusammenfassung

An α-alkylidation of cyclopentanone was achieved in two reaction steps in an overall yield of 20 to 79% via a zinc chloride-catalyzed thioalkylation of the zinc enolate of methyl 2-oxocyclopentanecarboxylate (3) and subsequent saponification/desulfurization of the β-(phenylthio) ketone intermediates 5. For the saponificatioddesuiurization step DABCO proved to be the reagent of choice and superior to the use of alkali or magnesium halides.

Zusammenfassung in einer weiteren Sprache

Fachgebiet (DDC)
540 Chemie

Schlagwörter

Zinc enolates, thioalkylation of / Cyclopentanones, Alpha-alkylidene

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ISO 690ARNECKE, Ralf, Ulrich GROTH, Thomas KÖHLER, 1994. Alpha-Alkylidenecyclopentanones by Alpha-Alkylidation of Methyl 2-Oxocyclopentanecarboxylate. In: Liebigs Annalen der Chemie. 1994, 1994(9), pp. 891-894. ISSN 0170-2041. eISSN 1099-0690. Available under: doi: 10.1002/jlac.199419940908
BibTex
@article{Arnecke1994Alpha-10040,
  year={1994},
  doi={10.1002/jlac.199419940908},
  title={Alpha-Alkylidenecyclopentanones by Alpha-Alkylidation of Methyl 2-Oxocyclopentanecarboxylate},
  number={9},
  volume={1994},
  issn={0170-2041},
  journal={Liebigs Annalen der Chemie},
  pages={891--894},
  author={Arnecke, Ralf and Groth, Ulrich and Köhler, Thomas}
}
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