Original Reactivity of α-Diazo-β-ketoesters Catalyzed by CpRu Complexes

Authors

  • Cecilia Tortoreto University of Geneva Department of Chemistry Quai Ernest Ansermet 30 CH-1211 Geneva, Switzerland
  • Thierry Achard University of Geneva Department of Chemistry Quai Ernest Ansermet 30 CH-1211 Geneva, Switzerland
  • Martina Austeri University of Geneva Department of Chemistry Quai Ernest Ansermet 30 CH-1211 Geneva, Switzerland
  • Walid Zeghida University of Geneva Department of Chemistry Quai Ernest Ansermet 30 CH-1211 Geneva, Switzerland
  • Jérôme Lacour University of Geneva Department of Chemistry Quai Ernest Ansermet 30 CH-1211 Geneva, Switzerland. jerome.lacour@unige.ch

DOI:

https://doi.org/10.2533/chimia.2014.243

Keywords:

Diazo compounds, Insertions, Metal carbenes, Oxonium ylide

Abstract

Using α-diazo-β-ketoesters as reagents and combinations of CpRu fragments and diimine ligands as catalysts, a series of original transformations have been obtained that can be rationalized by the formation of metal carbenes and metal-bound ylide intermediates. Interesting 1,3-dioxole, enol-acetal and 1,4-dioxene motifs are obtained directly when the reactive mixture is reacted in presence of aldehydes or ketones, THF and epoxides.

CHIMIA Vol. 68 No. 4(2014): Laureates of the SCS Fall Meeting 2013

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Published

2014-04-30

Issue

Vol. 68 No. 4 (2014): Laureates of the SCS Fall Meeting 2013

Section

Scientific Articles

License

Copyright (c) 2014 Swiss Chemical Society

Creative Commons License

This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.

How to Cite

[1]
C. Tortoreto, T. Achard, M. Austeri, W. Zeghida, J. Lacour, Chimia 2014, 68, 243, DOI: 10.2533/chimia.2014.243.