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Visible-Light-Induced Acetalization of Aldehydes with Alcohols

Hong Yi, Linbin Niu, Shengchun Wang, Tianyi Liu, Atul K. Singh and Aiwen Lei*

*College of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University, Wuhan, Hubei 430072, P. R. China, Email: aiwenleiwhu.edu.cn

H. Yi, L. Niu, S. Wang, T. Liu, A. K. Singh, A. Lei, Org. Lett., 2017, 19, 122-125.

DOI: 10.1021/acs.orglett.6b03403 (free Supporting Information)


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Abstract

Using a photochemical method for acetalization of aldehydes 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. Even challenging acid-sensitive aldehydes and sterically hindered aldehydes can be converted, while ketones remain intact.


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Key Words

acetalization, dimethyl acetals, 1,3-dioxolanes


ID: J54-Y2017