January 22, 2009Open Access

Asymmetric Synthesis of Medium-Sized Rings by Intramolecular Au(I)-Catalyzed Cyclopropanation

IWIain D. G. WatsonOntario Institute for Cancer Research SRStefanie RitterUniversity of Cologne

F. Dean TosteOntario Institute for Cancer Research

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Abstract

An efficient method for the asymmetric gold(I)-catalyzed preparation of medium sized rings has been developed. The method provides 7- to 9-membered rings in excellent yield. High enantioselectivities can be achieved for 7- and 8-membered ring products employing chiral gold(I) complexes. The results provide insight into the mechanism, showing the fluxional nature of gold(I)-stabilized vinyl carbenoid intermediates.

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synapsesocial.com/papers/6a244cbca2806805a2a0286c https://doi.org/https://doi.org/10.1021/ja8085005

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