A Tandem Isomerization-Mannich Reaction for the Enantioselective Synthesis of beta-Amino Ketones and beta-Amino Alcohols with Applications as Key Intermediates for ent-Nikkomycins and ent-Funebrine

作者：Cao Hai Thuong; Roisnel Thierry; Valleix Alain; Gree Rene^*

来源：European Journal of Organic Chemistry, 2011, (19): 3430-3436.

DOI：10.1002/ejoc.201100352

• Natural products
• Mannich reaction
• Amino ketones
• Amino alcohols
• Allylic compounds

beta-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 beta-amino alcohols and also for key intermediates in the preparation of ent-nikkomycins or ent-funebrine.

• 出版日期2011-7