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Stereoselective Synthesis of Diastereomeric Berberine Alkaloids,
Heterocycles ( IF 0.8 ) Pub Date : 2021-01-25 , DOI: 10.3987/com-20-s(k)49 Yasutomo Yamamoto , Misaki Kirii , Junpei Matsuoka , Akari Miyawaki , Kiyoshi Tomioka
Heterocycles ( IF 0.8 ) Pub Date : 2021-01-25 , DOI: 10.3987/com-20-s(k)49 Yasutomo Yamamoto , Misaki Kirii , Junpei Matsuoka , Akari Miyawaki , Kiyoshi Tomioka
Racemic total synthesis of diastereomeric berberine alkaloids, O-methylcorytenchirine and coralydine, was achieved from the common isoquinoline intermediate of norlaudanosine. The relative stereochemistry of C8-C14 was successfully constructed by favorable axial attack of nucleophiles to the iminium of dihydroprotoberberines.
中文翻译:
非对映体小Ber碱生物碱的立体选择性合成,
非对映的小ber碱生物碱,O-甲基二十碳四氢睾酮和珊瑚碱的外消旋全合成是从去甲柔丹碱的常见异喹啉中间体实现的。C8-C14的相对立体化学是通过亲核试剂对二氢小ber碱的亚胺的有利轴向攻击而成功构建的。
更新日期:2021-02-28
中文翻译:
非对映体小Ber碱生物碱的立体选择性合成,
非对映的小ber碱生物碱,O-甲基二十碳四氢睾酮和珊瑚碱的外消旋全合成是从去甲柔丹碱的常见异喹啉中间体实现的。C8-C14的相对立体化学是通过亲核试剂对二氢小ber碱的亚胺的有利轴向攻击而成功构建的。