178. Enhancement of Cyclopropanation Chemistry in the Silver-Catalyzed Reactions of Aryldiazoacetates

Authors: Janelle L. Thompson and Huw M. L. Davies

J. Am. Chem. Soc.,

2007, 129 (19), 6090–6091


AgSbF6 is an effective catalyst for the reactions of donor/acceptor substituted carbenoids and shows a very different reactivity profile from the traditional rhodium-catalyzed reactions. Most notably, cyclopropanation of sterically hindered alkenes is favorable, and products due to a Wolff rearrangement are not observed. Yields of products obtained are often high (54−96%) with excellent diastereoselectivity (>94% de).

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