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

Author:

James Reuben1,Herlugson Sharon1,Varjosaari Sami1,Skrypai Vladislav1,Shakeel Zainab2,Gilbert Thomas1,Adler Marc12

Affiliation:

1. Department of Chemistry & Biochemistry, Northern Illinois University

2. Department of Chemistry & Biology, Ryerson University

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%.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Materials Science (miscellaneous),Biomaterials,Catalysis

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