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A Rapid and Simple Cleanup Procedure for Metathesis Reactions

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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

Org. Lett., 2007, 9 (7), pp 1203–1206

DOI: 10.1021/ol0631399

Publication Date (Web): February 28, 2007

Section:

General Organic Chemistry

Abstract

A new method for easy removal of ruthenium from metathesis reactions by using a polar isocyanide is reported. This protocol 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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