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钯(0)催化的多环吲哚分子间不对称烯丙基去芳构化反应。

Palladium(0)-Catalyzed Intermolecular Asymmetric Allylic Dearomatization of Polycyclic Indoles.

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, China.

School of Physical Science and Technology, ShanghaiTech University , 100 Haike Road, Shanghai 201210, China.

出版信息

Org Lett. 2018 Feb 2;20(3):748-751. doi: 10.1021/acs.orglett.7b03887. Epub 2018 Jan 25.

Abstract

An intermolecular Pd-catalyzed allylic dearomatization reaction of polycyclic indoles with substituted allylic carbonates was realized in the presence of a newly synthesized chiral phosphoramidite ligand. Various polycyclic indoline and indolenine derivatives were successfully synthesized in excellent yields (up to 99%) with excellent enantioselectivity (up to 98% ee). The obtained products could undergo versatile transformations, increasing the application potential of the method in organic synthesis.

摘要

一种新型手性膦酰胺配体存在下,实现了多环吲哚与取代烯丙基碳酸酯的分子间 Pd 催化烯丙基去芳构化反应。以优异的收率(高达 99%)和对映选择性(高达 98%ee)成功合成了各种多环吲哚啉和吲哚啉衍生物。得到的产物可以进行多种转化,增加了该方法在有机合成中的应用潜力。

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