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.
A Simple and Efficient Chemoselective Method for the Catalytic Deprotection of Acetals and Ketals Using Bismuth Triflate.-Under these conditions, cyclic acetals and ketals also undergo efficient deprotection, whereas nonconjugated aliphatic acetals, Tbs ethers, and tetrahydropyranyl ethers are inert. -(CARRIGAN, MARC D.; SARAPA, DUSAN; SMITH, RUSSELL C.; WIELAND, LAURA C.; MOHAN, RAM S.; J.
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