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
作者:Hai Thuong Cao、Thierry Roisnel、Alain Valleix、René Grée
DOI:10.1002/ejoc.201100352
日期:2011.7
P-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
具有伯氨基的对氨基酮很容易通过短序列以良好的产率和出色的对映选择性获得,该序列涉及作为关键步骤的烯丙醇与 N-叔丁烷亚磺亚胺的串联异构化-曼尼希反应。该方法用于相应β-氨基醇的对映选择性合成,也用于制备ent-nikkomycins或ent-funebrine的关键中间体。