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Further improvements of the dibutyl tin oxide-catalyzed regioselective diol tosylation
Authors:Michel Guillaume  Yolande Lang
Institution:Chemical Process Research, Johnson & Johnson Pharmaceutical Research and Development, Turnhoutseweg, 30, 2340 Beerse, Belgium
Abstract:In this Letter, we report that selective monotosylation of a 1,2-diol is possible using only 0.1 mol % of Bu2SnO. More interestingly, we found that the corresponding tin acetal 3b gave faster conversions and more reproducible reaction times. Moreover, the loading of this catalyst could be as low as 0.05-0.005 mol %.
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