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

被引：55

作者：

Manfrotto, C ^{[1
]}

Mella, M ^{[1
]}

Freccero, M ^{[1
]}

Fagnoni, M ^{[1
]}

Albini, A ^{[1
]}

机构：

[1] Univ Pavia, Dept Organ Chem, I-27100 Pavia, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 14期

关键词：

D O I：

10.1021/jo982053t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Irradiation of alpha,beta-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 gave a goad yield with open-chain aliphatic derivatives.

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页码：5024 / 5028

页数：5

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