EventsThe 4th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-4-01795
This submission belongs to the session a. General Organic Synthesis of the event The 4th International Electronic Conference on Synthetic Organic Chemistry
Published date
11 Sep, 2000
Citation
Paul Müller, Christelle Boléa, Enantioselective Intramolecular CH-Insertions upon Cu- Catalyzed Decomposition of Phenyliodonium Ylides, in Proceedings of The 4th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2000, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-4-01795
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Enantioselective Intramolecular CH-Insertions upon Cu- Catalyzed Decomposition of Phenyliodonium Ylides

Paul Müller 1
Christelle Boléa 1
1. Department of Organic Chemistry, University of Geneva 30, Quai Ernest-Ansermet, CH-1211 Geneva 4, Switzerland
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.
Keywords
n/a
Asymmetric Syntheses with a New Nitrogen Containing Chiral Diselenide
Asymmetric 1,3-Dipolar Cycloaddition Utilizing Tartaric Acid Ester as a Chiral Auxiliary