α-溴膦酸盐与溴乙烯基不对称还原交偶联合成手性烯丙基膦酸盐

IF 10.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Science China Chemistry Pub Date : 2023-08-16 DOI:10.1007/s11426-023-1726-1

Hepan Wang, Xinxuan Li, Tao Xu

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引用次数: 2

摘要

手性含膦骨架在生物活性天然产物、药物、手性催化剂和配体中发挥着关键作用。尽管在手性磷化合物的合成方面已经取得了相当大的进展，但由于同时需要控制反应性、对映选择性和立体选择性，因此开发易于和模块化的方法来获得手性烯丙基磷化合物仍然具有挑战性。在此，我们提出了一个通用的模块化平台来实现α-溴膦酸盐和溴代乙烯基的不对称还原交偶联，从而合成具有显著收率、对映选择性和立体选择性的高价值手性烯丙基膦酸盐产品。

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Synthesis of chiral allylic phosphonates via asymmetric reductive cross-coupling of α-bromophosphonates and vinyl bromides

Chiral phosphine-containing skeletons play a pivotal role in bioactive natural products, pharmaceuticals, chiral catalysts, and ligands. Despite considerable progress has been made in the synthesis of chiral phosphorus compounds, the development of facile and modular methods to access chiral allylic phosphorus compounds remains challenging due to the simultaneous control required for reactivity, enantioselectivity, and stereoselectivity. Herein, we present a general and modular platform to achieve the asymmetric reductive cross-coupling of α-bromophosphonates and vinyl bromides, enabling the synthesis of highly valuable chiral allylic phosphonate products with remarkable yields, enantioselectivities, and stereoselectivities.

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来源期刊

Science China Chemistry CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

14.40

自引率

7.30%

发文量

3787

审稿时长

2.2 months

期刊介绍： Science China Chemistry, co-sponsored by the Chinese Academy of Sciences and the National Natural Science Foundation of China and published by Science China Press, publishes high-quality original research in both basic and applied chemistry. Indexed by Science Citation Index, it is a premier academic journal in the field. Categories of articles include: Highlights. Brief summaries and scholarly comments on recent research achievements in any field of chemistry. Perspectives. Concise reports on thelatest chemistry trends of interest to scientists worldwide, including discussions of research breakthroughs and interpretations of important science and funding policies. Reviews. In-depth summaries of representative results and achievements of the past 5–10 years in selected topics based on or closely related to the research expertise of the authors, providing a thorough assessment of the significance, current status, and future research directions of the field.