LETTER	Synlett 2007: 0283-0287   DOI: 10.1055/s-2007-968009
© Georg Thieme Verlag Stuttgart · New York
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 Fax: +886(2)23636359; e-Mail: stliu@ntu.edu.tw;
Received 30 September 2006

Abstract

Deprotection of acetals and ketals can be achieved by ­using sodium tetrakis(3,5-trifluoromethylphenyl)borate (NaBAr^F₄) as the catalyst in water at 30 °C. For example, a quantitative con­version of 2-phenyl-1,3-dioxolane into benzaldehyde was accomplished within five minutes by using this sodium salt (0.1 mol%) in water.

Key words

acetals - phase-transfer catalysis - hydrolysis - sodium - protecting groups