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手性磷化合物的应用和立体选择性合成。

Applications and stereoselective syntheses of P-chirogenic phosphorus compounds.

机构信息

Institut de Chimie Moléculaire de l'Université de Bourgogne (ICMUB-StéréochIM), UMR CNRS 6302, 9 avenue A. Savary, 21078 Dijon Cedex, France.

出版信息

Chem Soc Rev. 2016 Oct 21;45(20):5771-5794. doi: 10.1039/c6cs00031b. Epub 2016 Aug 1.

Abstract

Phosphorus compounds bearing chirality on the P-center are usually qualified as P-chirogenic or P-stereogenic. This chemical class concerns natural products, agrochemistry, molecular materials, biology and pharmacy, although it is certainly in coordination chemistry and in asymmetric catalysis using chiral transition metal complexes that P-chirogenic phosphorus compounds are the most used. The chiral phosphine ligands and their uses in asymmetric metal-catalyzed reactions have been widely reviewed in literature. However, an overview covering the applications as well as the stereoselective syntheses of all classes of phosphorus compounds has not yet been provided. This review reports the best stereoselective or asymmetric syntheses, the most efficient P*-building blocks and functionalisation of P-chirogenic compounds, in the light of chiral phosphorus compound applications. It is an extensive and useful documentation from pioneering work to recent advances in phosphorus stereochemistry.

摘要

具有手性磷中心的磷化合物通常被称为 P-手性或 P-立体性。这类化合物涉及天然产物、农业化学、分子材料、生物学和药学,尽管在配位化学和使用手性过渡金属配合物的不对称催化中,P-手性磷化合物的应用最为广泛。手性膦配体及其在不对称金属催化反应中的应用在文献中已有广泛综述。然而,尚未提供涵盖所有磷化合物类别作为手性试剂的应用以及立体选择性合成的综述。本综述根据手性磷化合物的应用,报道了最好的立体选择性或不对称合成方法、最有效的 P*-构建块和 P-手性化合物的官能化。这是一篇从开创性工作到磷立体化学最新进展的广泛而有用的文献。

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