4.8 Article

Visible-Light-Induced Acetalization of Aldehydes with Alcohols

期刊

ORGANIC LETTERS
卷 19, 期 1, 页码 122-125

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03403

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资金

  1. 973 Program [2011CB808600, 2012CB725302, 2013CB834804]
  2. National Natural Science Foundation of China [21390400, 21272180, 21302148, 2109343, 21402217]
  3. Research Fund for the Doctoral Program of Higher Education of China [20120141130002]
  4. Ministry of Science and Technology of China [2012YQ120060]
  5. Program for Changjiang Scholars and Innovative Research Team in University [IRT1030]

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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.

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