N-Iodosuccinimide and trifluoromethanesulphonic acid provide a powerful source of Iodonium ion which allows ‘disarmed’ pent-4-enyl glycosides that normally respond sluggishly to lodonium dicollidine perchlorate, to react rapidly and to exhibit stereodirection via neighbouring group participation of C-2 esters.
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Konradsson et al. (1990) studied this question.
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