18
2 Results and Discussion
Figure 20: -Functionalisation of amides with alkohols (Boc = tert-butyloxycarbonyl).
As shown in Figure 17, this Umpolung strategy shows high chemoselectivity
for amides over other carbonyl moieties. Here again, we could observe complete
selectivity towards amides over esters CG2.2h, ketones CG2.2i and nitriles
CG2.2j for -oxygenation. As before, a primary chloride was not attacked by the
nucleophile and yielded amide CG2.2k. Amides containing an unsaturation gave
similar yields shown with alkene CG2.2I and alkyne CG2.2m (Figure 21).
2 Results and Discussion
Figure 20: -Functionalisation of amides with alkohols (Boc = tert-butyloxycarbonyl).
As shown in Figure 17, this Umpolung strategy shows high chemoselectivity
for amides over other carbonyl moieties. Here again, we could observe complete
selectivity towards amides over esters CG2.2h, ketones CG2.2i and nitriles
CG2.2j for -oxygenation. As before, a primary chloride was not attacked by the
nucleophile and yielded amide CG2.2k. Amides containing an unsaturation gave
similar yields shown with alkene CG2.2I and alkyne CG2.2m (Figure 21).