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Scientific article
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English

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

Published inMolecules, vol. 6, no. 3, p. 258-266
Publication date2001
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 higher than 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
  • Phenyliodonium ylides
  • CH insertion
  • Cu-catalysis
  • Asymmetric induction
Funding
  • Swiss National Science Foundation - 20-52581.97
  • Swiss National Science Foundation - CHiral2: Asymmetric Induction in Transition Metal Catalyzed Reactions of Carbenes and Nitrenes
Citation (ISO format)
MULLER, Paul, BOLEA, Christelle. Enantioselective Intramolecular CH-Insertions upon Cu-Catalyzed Decomposition of Phenyliodonium Ylides. In: Molecules, 2001, vol. 6, n° 3, p. 258–266. doi: 10.3390/60300258
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Article (Published version)
Identifiers
ISSN of the journal1420-3049
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