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使用手性双功能多相催化剂实现有氧氧化与分子内不对称氮杂傅-克反应的整合。

Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel-Crafts reactions with a chiral bifunctional heterogeneous catalyst.

作者信息

Cheng Hong-Gang, Miguélez Javier, Miyamura Hiroyuki, Yoo Woo-Jin, Kobayashi Shū

机构信息

Department of Chemistry , School of Science , The University of Tokyo , Hongo, Bunkyo-ku , Tokyo 113-0033 , Japan . Email:

出版信息

Chem Sci. 2017 Feb 1;8(2):1356-1359. doi: 10.1039/c6sc03849b. Epub 2016 Oct 5.

Abstract

A new class of chiral bifunctional heterogeneous materials composed of Au/Pd nanoparticles and chiral phosphoric acids as active orthogonal catalysts was prepared by utilizing a facile pseudo-suspension co-polymerization method. It was found that this heterogeneous catalyst was capable of facilitating the sequential aerobic oxidation-asymmetric intramolecular aza-Friedel-Crafts reaction between benzyl alcohols and -aminoethylpyrroles. Moreover, the designed chiral heterogeneous catalyst could be recovered and reused several times without significant loss of activity or enantioselectivity.

摘要

通过一种简便的假悬浮共聚合方法制备了一类新型的手性双功能多相材料,该材料由金/钯纳米颗粒和手性磷酸作为活性正交催化剂组成。研究发现,这种多相催化剂能够促进苄醇与氨基乙基吡咯之间的顺序需氧氧化-不对称分子内氮杂傅克反应。此外,所设计的手性多相催化剂可以回收并重复使用多次,而活性或对映选择性不会有显著损失。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e1d8/5362052/71ae3f332c08/c6sc03849b-s1.jpg

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