Photocycloaddition of aromatic and aliphatic aldehydes to isoxazoles: Cycloaddition reactivity and stability studies

AG Griesbeck, M Franke, J Neudörfl…

Index: Griesbeck, Axel G.; Franke, Marco; Neudoerfl, Joerg; Kotaka, Hidehiro Beilstein Journal of Organic Chemistry, 2011 , vol. 7, p. 127 - 134

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Citation Number: 19

Abstract

Abstract The first photocycloadditions of aromatic and aliphatic aldehydes to methylated isoxazoles are reported. The reactions lead solely to the exo-adducts with high regio-and diastereoselectivities. Ring methylation of the isoxazole substrates is crucial for high conversions and product stability. The 6-arylated bicyclic oxetanes 9a–9c were characterized by X-ray structure analyses and showed the highest thermal stabilities. All ...