Boron trifluoride or trimethylsilyl trifluoromethanesulfonate catalysed the generation of thioglycosides from O‐glucopyranosyl or O‐galactopyranosyl trichloroacetimidates and thiols giving mainly or exclusively α‐thioglycosides. However, the same reactions with phenylboron difluoride as catalyst are highly β‐selective. An SN2‐type reaction course under acid/base catalysis is invoked by these and previous results.
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Kumar et al. (2012) studied this question.
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