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Enhancement of cyclopropanation chemistry in the silver-catalyzed reactions of aryldiazoacetates

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 129, 期 19, 页码 6090-+

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AMER CHEMICAL SOC
DOI: 10.1021/ja069314y

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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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