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A range of carbonyl compds. including aliph. and arom. aldehydes and ketones were converted to the corresponding thioacetals in high yields in the presence of a catalytic amt. of hafnium trifluoromethanesulfonate (0.1 mol%, room temp.). The mild conditions tolerated various sensitive functional and protecting groups and were racemization-free when applied to alpha -aminoaldehydes. Transacetalization and chemoselective thioacetalization of arom. aldehydes in the presence of aliph. aldehydes and ketones were also documented. [on SciFinder (R)]
Alkynes are found in a multitude of natural or synthetic bioactive compounds. In addition to the capacity of these chemical motifs to impact the physicochemical properties of a molecule of interest, the well-established reactivity of alkynes makes them ...