Aggregation-Induced Synthesis (AIS): Asymmetric Synthesis via Chiral Aggregates.

IF 10.7

Research (Washington, D.C.) Pub Date : 2022-08-11 eCollection Date: 2022-01-01 DOI:10.34133/2022/9865108

Hossein Rouh, Yao Tang, Ting Xu, Qingkai Yuan, Sai Zhang, Jia-Yin Wang, Shengzhou Jin, Yu Wang, Junyi Pan, Hannah L Wood, James D McDonald, Guigen Li

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引用次数: 8

Abstract

A new chiral aggregate-based tool for asymmetric synthesis has been developed by taking advantage of chiral aggregates of GAP (Group-Assisted Purification) reagents, N-phosphonyl imines. This tool was proven to be successful in the asymmetric GAP synthesis of functionalized 2,3-dihydrobenzofurans by reacting salicyl N-phosphonyl imines with dialkyl bromomalonates in various cosolvent systems. The chiral induction can be controlled by differentiating between two asymmetric directions simply by changing the ratios of cosolvents which are commonly adopted in AIE (aggregation-induced emission) systems. The formation of chiral aggregates was witnessed by a new analytical tool-aggregation-induced polarization (AIP). The present synthetic method will be broadly extended for general organic synthesis, particularly, for asymmetric synthesis and asymmetric catalysis in the future.

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聚集诱导合成(AIS):手性聚集的不对称合成。

利用基团辅助纯化试剂n -膦酰亚胺的手性聚集体，开发了一种新的基于手性聚集体的不对称合成工具。在不同的助溶剂体系中，通过水杨基n -膦酰亚胺与二烷基溴酸盐反应，该工具成功地在不对称GAP合成了功能化2,3-二氢苯并呋喃。仅通过改变AIE(聚集诱导发射)体系中常用的共溶剂的比例，就可以通过区分两个不对称方向来控制手性诱导。用一种新的分析工具-聚集诱导极化(AIP)观察了手性聚集体的形成。该方法在一般有机合成中，特别是在不对称合成和不对称催化方面具有广泛的应用前景。

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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Research (Washington, D.C.)

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