碳‒碳不饱和键的催化不对称氢‒膦（磷）官能化反应研究进展

doi:10.6023/cjoc202405046

摘要/Abstract

手性含膦（磷）化合物广泛应用于医药、农业、材料、以及不对称催化合成等领域,因此,发展高效方法用于合成结构多样的手性含膦（磷）化合物引起许多化学工作者的关注。在已发展的众多合成策略中,碳‒碳不饱和键的催化不对称氢‒膦（磷）官能化反应是一类高效且原子经济的方法。利用该方法可以高效地合成多种类型的手性含膦（磷）化合物,包括含有碳手性、轴手性、磷手性、以及同时含有碳手性和磷手性中心的含膦（磷）化合物。本文主要介绍了近十年碳‒碳不饱和键的催化不对称氢‒膦（磷）官能化反应的研究进展,从反应机理、合成应用、存在的挑战、以及未来的发展等方面进行了阐释与讨论。

关键词: 不对称催化, 碳‒碳不饱和键, 氢‒膦（磷）官能化, 手性含膦（磷）化合物, 膦（磷）试剂

Phosphine/Phosphorus-containing chiral compounds have a wide range of applications in pharmaceuticals industry, agriculture, functionalized materials, and asymmetric catalysis. Accordingly, the development of efficient methods for the synthesis of structurally diverse phosphine/phosphorus-containing chiral compounds has attracted the attention of chemists. Among the multitude of synthetic strategies developed, catalytic asymmetric hydrogen‒phosphine/phosphorus functionalization of unsaturated carbon-carbon bonds stands out as a particularly efficient and atom economical method. Utilizing this strategy, a wide array of phosphine/phosphorus-containing chiral compounds can be synthesized with remarkable efficiency. In this review, we summarize the state-of-the-art studies on catalytic asymmetric hydrogen‒phosphine/phosphorus functionalization of unsaturated carbon‒carbon bonds in past decade. Mechanistic insights, synthetic applications, and their limitations are discussed. The challenges and opportunities of this field are also outlined.

Key words: Asymmetric catalysis, Unsaturated carbon‒carbon bonds, Hydrogen‒phosphine/phosphorus functionalization, Chiral phosphine/phosphorus-containing compounds, Phosphine/Phosphorus reagents

引用此文

孙婷珈, 孙国银, 孙威, 彭雪松, 廖娟, 游勇, 袁伟成. 碳‒碳不饱和键的催化不对称氢‒膦（磷）官能化反应研究进展[J]. 有机化学, doi: 10.6023/cjoc202405046.

Ting-Jia Sun, Guo-Yin Sun, Wei Sun, Xue-Song Peng, Juan Liao, Yong You, Wei-Cheng Yuan. Advances in Catalytic Asymmetric Hydrogen‒Phosphine/Phosphorus Functionalization of Unsaturated Carbon‒Carbon Bonds[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202405046.

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