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A Mild Ligand-Free Iron-Catalyzed Liberation of Alcohols from Allylcarbonates

André P. Dieskau and Bernd Plietker*

*Institut für Organische Chemie, FB Chemie, Universität Stuttgart, Pfaffenwaldring 55, D-70569 Stuttgart, Germany, Email: bernd.plietkeroc.uni-stuttgart.de

A. P. Dieskau, B. Plietker, Org. Lett., 2011, 13, 5544-5547.

DOI: 10.1021/ol202270g



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Abstract

Different from most carbonates the allyloxy carbonyl protecting group can be cleaved under neutral conditions using expensive precious metals catalysts. Two new Fe-catalyzed protocols enable a mild liberation of alcohols from allylcarbonates, broad functional group tolerance, and exclusive chemoselectivity.

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Key Words

Cleavage of Carbonates


ID: J54-Y2011-3050