Bio-Inspired Fragmentations: Rapid Assembly of Indolones, 2-Quinolinones, and (-)-Goniomitine

Bio-Inspired Fragmentations: Rapid Assembly of Indolones, 2-Quinolinones, and (-)-Goniomitine
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仿生断裂:吲哚酮、2-喹啉酮和 (-)-Goniomitine 的快速组装

DOI:
10.1002/anie.201611830
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发表时间:
2017-03-01
影响因子:
16.6
通讯作者:
Zu, Liansuo
Zu, Liansuo
中科院分区:
化学1区
文献类型:
--
作者:
Li, Haokun;Cheng, Peng;Zu, Liansuo

文献摘要

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受goniomitine的生物起源的启发,已经开发了用于合成官能化2-喹啉酮和吲哚酮的新的合成生物启发的片段化策略。显着的合成效率,实现了通过将几个转换成一锅反应,允许2-炔基苯胺和重氮酮的直接偶联。以2-乙基环戊酮为起始原料,经5步不对称全合成得到了(-)-戈诺米汀。
Inspired by the biogenetic origin of goniomitine, new synthetic bio-inspired fragmentation strategies for the synthesis of functionalized 2-quinolinones and indolones have been developed. Remarkable synthetic efficiency was achieved by telescoping several transformations into one-pot reactions, allowing for the direct coupling of 2-alkynyl-anilines and diazo ketones. The synthetic utility was demonstrated by the 5-step asymmetric total synthesis of (-)-goniomitine from 2-ethylcyclopentanone.