Copper-catalyzed Cloke–Wilson rearrangement for the synthesis of dihydrofurans containing tetrasubstituted carbon atoms†

Qinqin Cui , Shouang Lan , Xiang Lei , Chao Xu , Chunyun Jiang , Lili Zhao , Liyuan Zhou , Jinggong Liu , Cheng-Zhi Gu , Shuang Yang , Xinqiang Fang
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Abstract

The Cloke–Wilson rearrangement is a well-established method for synthesizing dihydrofurans, but it primarily results in dihydrofurans lacking tetrasubstituted carbon atoms. In this study, we introduce a copper-catalyzed variant of the Cloke–Wilson rearrangement that utilizes 1,1,2,2-tetrasubstituted cyclopropanes. This approach allows for the synthesis of a diverse range of dihydrofurans featuring tetrasubstituted carbon atoms, with yields ranging from good to excellent.

Abstract Image

铜催化clok - wilson重排合成含四取代碳原子的二氢呋喃
clok - wilson重排法是一种成熟的合成二氢呋喃的方法,但它主要导致二氢呋喃缺乏四取代的立体中心。在本研究中,我们引入了一种铜催化的Cloke-Wilson重排变体,该变体利用1,1,2,2-四取代环丙烷。这种方法允许合成具有四取代立体中心的多种二氢呋喃,产率从良好到优异不等。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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CiteScore
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