手性三芳基甲烷和四芳基甲烷用有机催化剂的贡献的最新进展

Zhengyu Han, Ruizhi Liu, Hai Huang
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引用次数: 1

摘要

手性三芳基甲烷骨架是许多已知化合物的重要结构单元,广泛应用于有机功能材料和药物中。因此,这类化合物的高效构建引起了化学家们的高度关注。这类化合物的合成有两个主要困难:(1)分子结构的位阻使其难以构建;(ii)在立体中心上有三个相似的芳基,难以实现立体识别。目前最常用的策略是通过不对称Friedel-Crafts反应或富电子芳烃加成反应将第三芳基引入二芳基甲烷骨架中,从而构建手性三芳基甲烷。本文综述了近年来在有机催化条件下由易得化合物合成手性三芳基甲烷和手性四芳基甲烷的研究进展。本文根据亲电试剂的种类进行了介绍,主要包括醌类试剂、吲哚亚胺类试剂和偶氮二烯类试剂。同时,我们也强调了每种代表性反应的机理,以期对该领域未来的发展有所启发。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
The recent advances in the contribution of chiral triarylmethanes and tetraarylmethanes with organocatalysts
Chiral triarylmethane skeleton is an important structural unit of many known compounds that are widely applied in organic functional materials and pharmaceuticals. Thus, the efficient construction of this class of compounds has attracted intensive attention from chemists. There are two main difficulties in synthesizing this type of compound: (i) the steric resistance of molecular structures would make it hard to be constructed; (ii) there are three similar aryl groups on the stereocenter, which is difficult to achieve stereo-identification. At present, the most common strategy is to introduce the third aryl group into a diarylmethane framework through the asymmetric Friedel-Crafts reaction or addition reaction of electron-rich arenes, so as to construct chiral triarylmethanes. In this review, we summarized the recent developments in the construction of various chiral triarylmethanes and chiral tetraarylmethanes from easily accessible compounds under organocatalytic conditions. This article describes based on the types of electrophilic reagents, mainly including quinone methides, indole imine methides, and azadienes. At the same time, we also emphasize the mechanism of each representative reaction, which might enlighten the future development of this field.
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CiteScore
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