Advances in the Intermolecular Asymmetric Allylic Functionalization of Unreactive Acyclic Alkenes

IF 1.7 4区 化学 Q3 CHEMISTRY, ORGANIC Synlett Pub Date : 2024-08-29 DOI:10.1055/a-2375-7634
Mingyue Zhang, Mengmeng Zhang, Changsheng Li, Wenyang Wang, Guohui Shi, Shipeng Luo, Liang-An Chen, Qiang Dai
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Abstract

Allylic C(sp 3)–H functionalized architectures are not only widely present in natural products, pharmaceuticals, and functional organic materials, but also serve as versatile building blocks to furnish important functionalized molecules in synthetic chemistry. Accordingly, various strategies to access allylic functionalized alkenes in a stereoselective manner have been developed. However, chemo-, regio- and stereoselective intermolecular asymmetric allylic functionalization (AAF) of unreactive acyclic alkene (UAA) from readily available materials, representing a highly atom- and step-economic approach toward the generation of structural complexity, remains elusive and challenging. Herein, we review all intermolecular asymmetric catalyzed methods, with emphasis on the construction of chiral allylic units by activation of allylic C–H bonds of UAAs. Our analysis serves to document the considerable and rapid progress within the field, while also highlighting the limitations of current methods.

1 Introduction

2 Asymmetric Allylic Oxygenation

3 Asymmetric Allylic Amination

4 Asymmetric Allylic Carbonization

5 Asymmetric Allylic Sulfuration

6 Conclusion and Outlook

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非活性无环烯的分子间不对称烯丙基官能团化研究进展
烯丙基 C(sp3)-H 功能化结构不仅广泛存在于天然产物、药物和功能有机材料中,而且还是合成化学中提供重要功能化分子的多功能构建模块。因此,以立体选择性方式获得烯丙基功能化烯烃的各种策略已经开发出来。然而,从容易获得的材料中对无反应无环烯(UTA)进行化学、区域和立体选择性分子间不对称烯丙基官能化(AAF),作为一种高度原子和步骤经济的方法来生成结构复杂的烯烃,仍然是一个难以捉摸和具有挑战性的问题。在此,我们回顾了所有分子间不对称催化方法,重点是通过活化 UAA 的烯丙基 C-H 键来构建手性烯丙基单元。我们的分析记录了该领域取得的巨大而迅速的进展,同时也强调了当前方法的局限性。1 引言 2 不对称烯丙基氧化反应 3 不对称烯丙基胺化反应 4 不对称烯丙基碳化反应 5 不对称烯丙基硫化反应 6 结论与展望
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来源期刊
Synlett
Synlett 化学-有机化学
CiteScore
3.40
自引率
5.00%
发文量
369
审稿时长
1 months
期刊介绍: SYNLETT is an international journal reporting research results and current trends in chemical synthesis in short personalized reviews and preliminary communications. It covers all fields of scientific endeavor that involve organic synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines and offers the possibility to publish scientific primary data.
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