Organic letters

Pd-catalyzed carboetherification of β, γ-unsaturated oximes: a novel approach to Δ2-isoxazolines

D Jiang, J Peng, Y Chen

Index: Jiang, Dahong; Peng, Jinsong; Chen, Yuanwei Organic Letters, 2008 , vol. 10, # 9 p. 1695 - 1698

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Citation Number: 47

Abstract

A novel route to the synthesis of Δ2-isoxazoline derivatives is described. Reaction of β, γ- unsaturated oximes with aryl bromides via palladium-catalyzed carboetherification affords 3, 5-disubstituted Δ2-isoxazolines in good yields. The use of Xantphos as ligand is crucial for the transformation. The carboetherification products can be further converted to β-hydroxy ketones in the presence of Fe powder and NH4Cl.