Racemic synthesis of an intermediate for the formal synthesis of madindoline A and B

Racemic synthesis of an intermediate for the formal synthesis of madindoline A and B
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用于正式合成 Madindoline A 和 B 的中间体的外消旋合成

DOI:
10.1080/00397911.2016.1185525
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发表时间:
2016-06
影响因子:
2.1
通讯作者:
Hu Xiangdong
Hu Xiangdong
中科院分区:
化学4区
文献类型:
--
作者:
Li Qing;Xiao Fenfen;Wang Yunxia;Hu Xiangdong

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摘要本文在本课题组先前开发的环丁烯二酮Darzens/扩环工艺的应用基础上,报道了madindoline A和madindoline B多取代环戊烯单元的新策略。在此基础上,通过四步反应完成了大村雄二的外消旋体的合成,总收率为34%,为madindolines A和B的合成提供了一条新的正式路线。图形摘要
ABSTRACT On the basis of the application of the Darzens/ring-expansion process of cyclobutenedione developed previously by our group, a new strategy for the multisubstituted cyclopentene units of madindoline A and madindoline B has been reported in this paper. In light of the strategy, the synthesis of racemic Omura’s intermediate was finished in four steps and 34% overall yield, which furnished a new formal synthetic route to madindolines A and B. GRAPHICAL ABSTRACT
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