Enantioselective Intramolecular CH-Insertions upon Cu- Catalyzed Decomposition of Phenyliodonium Ylides

Paul Müller; Christelle Boléa

doi:10.3390/ecsoc-4-01795

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Enantioselective Intramolecular CH-Insertions upon Cu- Catalyzed Decomposition of Phenyliodonium Ylides

Paul Müller

^*,

Christelle Boléa

¹ Department of Organic Chemistry, University of Geneva 30, Quai Ernest-Ansermet, CH-1211 Geneva 4, Switzerland

Published: 11 September 2000 by MDPI in The 4th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-4-01795

Abstract: The Cu-catalyzed intramolecular CH insertion of phenyliodonium ylide 5b has been investigated at 0 °C in the presence of several chiral ligands. Enantioselectivities vary in the range of 38–72 %, and are higherthan those resulting from reaction of the diazo compound 5c at 65 °C. The results are consistent with a carbenoid mechanism for Cu-catalyzed decomposition of phenyliodonium ylides.

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Paul Müller

Christelle Boléa