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A Rapid and Simple Cleanup Procedure for Metathesis Reactions

Brandon R. Galan, Kyle P. Kalbarczyk, Steven Szczepankiewicz, Jerome B. Keister and Steven T. Diver*

*Department of Chemistry, University at Buffalo, The State University of New York, Amherst, New York 14260, Email: diverbuffalo.edu

B. R. Galan, K. P. Kalbarczyk, S. Szczepankiewicz, J. B. Keister, S. T. Diver, Org. Lett., 2007, 9, 1203-1206.

DOI: 10.1021/ol0631399 (free Supporting Information)


Abstract

A new method for workup of metathesis reactions by using a polar isocyanide and column chromatography removed most ruthenium byproducts from a variety of synthetically useful metatheses. Moreover, the isocyanide-promoted carbene insertion results in rapid destruction of carbene reactivity, demonstrated in the commonly used first- and second-generation Grubbs' carbenes.


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Key Words

Olefin Metathesis, Cross Metathesis, Enyne Metathesis


ID: J54-Y2007-3900