A Mild and Efficient Method for Oxidative Deprotection of Trimethylsilyl Ethers to the Corresponding Carbonyl Compounds Using [PhCH₂NMe₂Ph]₂S₂O₈

Abstract

Deprotection of trimethylsilyl ethers to the parent aldehydes and ketones in high yields has been carried out under mild conditions using N-benzyl N,N-dimethyl anilinium peroxodisulfate.

Keywords:

• Deprotection
• N-benzyl N,N-dimethyl anilinium peroxodisulfate
• oxidation
• trimethylsilyl ethers

Acknowledgments

We are thankful to the Azad University of Medical Sciences of Babol and Mazandaran University Research Council for partial support of this work.

Notes

^a Yields refer to isolated products.

^a All of the products were characterized by comparing their IR and ¹H NMR data with those of authentic samples;

^b Yields refer to isolated products; and

^c Eluent: EtOAc/n-hexane (1:10).