Photochemical synthesis of 4-oxobutanal acetals and of 2-hydroxycyclobutanone ketals

…, M Mella, M Freccero, M Fagnoni, A Albini

Index: Manfrotto, Cristina; Mella, Mariella; Freccero, Mauro; Fagnoni, Maurizio; Albini, Angelo Journal of Organic Chemistry, 1999 , vol. 64, # 14 p. 5024 - 5028

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Citation Number: 35

Abstract

Irradiation of α, β-unsaturated ketones (aliphatic, both open chain and cyclic as well as aryl substituted) in 1, 3-dioxolane in the presence of a sensitizer (benzophenone or anthraquinone) led to 4-oxobutanal acetals in fair to excellent yield through a very simple procedure (workup in most cases by bulb-to-bulb distillation). The resulting acetals were irradiated to give 2-hydroxycyclobutanone ketals, again through a simple procedure that ...