College of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University , Wuhan, Hubei 430072, P. R. China.
National Research Center for Carbohydrate Synthesis, Jiangxi Normal University , Nanchang, Jiangxi 330022, P. R. China.
Org Lett. 2017 Jan 6;19(1):122-125. doi: 10.1021/acs.orglett.6b03403. Epub 2016 Dec 22.
In this work, we have achieved a simple and general method for acetalization of aldehydes by means of a photochemical reaction under low-energy visible light irradiation. A broad range of aromatic, heteroaromatic, and aliphatic aldehydes have been protected under neutral conditions in good to excellent yields using a catalytic amount of Eosin Y as the photocatalyst. Our visible light mediated acetalization strategies are successful for more challenging acid-sensitive aldehydes and sterically hindered aldehydes. Notably, this protocol is chemoselective to aldehydes, while ketones remain intact.
在这项工作中，我们通过低能量可见光照射下的光化学反应实现了一种简单而通用的醛缩醛化方法。在中性条件下，使用催化量的曙红 Y 作为光催化剂，以良好至优异的收率保护了广泛的芳香族、杂芳香族和脂肪族醛。我们的可见光介导的缩醛化策略对更具挑战性的酸敏感醛和位阻醛也是成功的。值得注意的是，该方案对醛具有化学选择性，而酮保持不变。
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