A tandem isomerization-Mannich reaction for the enantioselective synthesis of β-amino ketones and β-amino alcohols with applications as key intermediates for ent-nikkomycins and ent-funebrine

摘要

β-Amino ketones, with a primary amino group, are easily obtained in good yields and excellent enantioselectivities through a short sequence that involves, as a key step, a tandem isomerization-Mannich reaction from allylic alcohols with N-tert-butanesulfinimines. This method was used for the enantioselective synthesis of corresponding β-amino alcohols and also for key intermediates in the preparation of ent-nikkomycins or ent-funebrine. A tandem isomerization-Mannich reaction of allylic alcohols and N-tert-butanesulfinimines gave β-amino ketones in good yields and excellent enantioselectivities. This method was used for the enantioselective synthesis of corresponding β-amino alcohols and also for key intermediates in the preparation of ent-nikkomycins or ent-funebrine.