Organic Letters 2012-01-20

Boronate urea activation of nitrocyclopropane carboxylates.

Sonia S So, Tyler J Auvil, Victoria J Garza, Anita E Mattson

Index: Org. Lett. 14(2) , 444-7, (2012)

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Abstract

Boronate ureas operate as catalysts for the activation of nitrocyclopropane carboxylates in nucleophilic ring-opening reactions. A variety of amines were found to open the urea-activated nitrocyclopropane carboxylates, generating highly useful nitro ester building blocks in good yields. Standard manipulations allow access to a wide range of valuable compounds from the ring-opened products with direct applications in bioactive target synthesis.© 2011 American Chemical Society