Tetrahedron

Stereoselective synthesis of imidazolidin-2-ones via Pd-catalyzed alkene carboamination. Scope and limitations

JA Fritz, JP Wolfe

Index: Fritz, Jonathan A.; Wolfe, John P. Tetrahedron, 2008 , vol. 64, # 29 p. 6838 - 6852

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Citation Number: 36

Abstract

A method for the synthesis of imidazolidin-2-ones from N-allylureas and aryl or alkenyl bromides via Pd-catalyzed carboamination reactions is described. The N-allylurea precursors are prepared in one step from readily available allylic amines and isocyanates, and the Pd-catalyzed reactions effect the formation of a C–C bond, a C–N bond, and up to two stereocenters in a single step. Good diastereoselectivities are obtained for the ...