A simple and efficient chemoselective method for the catalytic deprotection of acetals and ketals using bismuth triflate |
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Authors: | Carrigan Marc D Sarapa Dusan Smith Russell C Wieland Laura C Mohan Ram S |
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Affiliation: | Department of Chemistry, Illinois Wesleyan University, Bloomington, Illinois 61701, USA. |
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Abstract: | 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. |
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