摘要/Abstract

(–)-Angustureine是四氢喹啉类生物碱家族中的重要一员. 该类天然产物由于其潜在的生物活性而引起合成化学家的广泛关注. 以(R)-N-Boc-吲哚啉-2-羧酸甲酯为起始原料, 以重排扩环作为关键步骤, 经七步反应完成了(–)- Angustureine (1)的对映选择性合成.
关键词: (–)-Angustureine, 四氢喹啉, 重排, 扩环, 对映选择性
(–)-Angustureine is an important member of the tetrahydroquinoline alkaloid family. Such natural products have attracted the attention of synthetic chemists because of their potential biological activities. Starting from methyl (R)-N-Boc- indoline-2-carboxylate, the enantioselective total synthesis of (–)-angustureine was accomplished in 7 steps. The key step of our synthesis involves a rearrangement ring-expansion reaction.
Key words: (–)-angustureine, tetrahydroquinoline, rearrangement, ring expansion, enantioselectivity


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