Organic Chemistry Portal

Abstracts

Search:

Deprotection of Acetals and Ketals in a Colloidal Suspension Generated by Sodium Tetrakis(3,5-trifluoromethylphenyl)borate in Water

Chih-Ching Chang, Bei-Sih Liao, Shiuh-Tzung Liu*

*Department of Chemistry, National Taiwan University, Taipei 106, Taiwan, Email: stliuntu.edu.tw

C.-C. Chang, B.-S. Liao, S.-T. Liu, Synlett, 2007, 283-287.

DOI: 10.1055/s-2007-968009

see article for more reactions

Abstract

Deprotection of acetals and ketals can be achieved by using a catalytic amount of sodium tetrakis(3,5-trifluoromethylphenyl)borate (NaBArF4) in water at 30 °C. For example, a quantitative conversion of 2-phenyl-1,3-dioxolane into benzaldehyde was accomplished within five minutes.

see article for more examples

Key Words

acetals, phase-transfer catalysis, hydrolysis, sodium, protecting groups (cyclic acetals, dimethyl acetals, acetonides), green chemistry

ID: J60-Y2007-0800