A simple and efficient chemoselective method for the catalytic deprotection of acetals and ketals using bismuth triflate.
Bismuth triflate is a highly efficient catalyst (0.1-1 mol %) for the deprotection of acetals and ketals. The procedure is very facile and selective for acetals derived from ketones and conjugated aldehydes. tert-Butyldimethylsilyl ethers are stable to the reaction conditions. The highly catalytic nature of bismuth triflate and the use of a relatively nontoxic solvent system (THF/H(2)O) make this procedure particularly attractive for large-scale synthesis.
Carrigan
Marc D
MD
Department of Chemistry, Illinois Wesleyan University, Bloomington, Illinois 61701, USA.
Sarapa
Dusan
D
Smith
Russell C
RC
Wieland
Laura C
LC
Mohan
Ram S
RS