One-Pot Reductive Acetylation of Aldehydes using 1-Hydrosilatrane in Acetic Acid

oleh: Reuben R. James, Sharon Herlugson, Sami E. Varjosaari, Vladislav Skrypai, Zainab Shakeel, Thomas M. Gilbert, Marc J. Adler

Format: Article
Diterbitkan: Georg Thieme Verlag KG 2019-01-01

Deskripsi

Abstract A one-pot, direct reductive acetylation of aldehydes was achieved under mild conditions using 1-hydrosilatrane as a safe and easily accessible catalyst. Described herein is a facile synthesis that produces acylated primary alcohols that can serve as valuable building blocks for organic synthesis. The method has good functional group tolerance and works for a range of aryl aldehydes, with the notable exception of electron-rich arenes. A library of esters was isolated by flash chromatography in yields as high as 92%.