Ru-Catalyzed Asymmetric Transfer Hydrogenation of α-iminophosphonates: A Novel Synthetic Approach for Valuable Chiral α-Aminophosphonates.

IF 3.7 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Pierre Plouard, Laura Borrel, Pierre-Olivier Butin, Paul Muller, Rémi Cherpitel, Séverine Loiseau, Ludovic Clarion, David Virieux, Tahar Ayad
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引用次数: 0

Abstract

A novel Ru-catalyzed asymmetric transfer hydrogenation (ATH) strategy has been developed for the efficient synthesis of valuable chiral α-aminophosphonates from readily available α-iminophosphonates. This method enables the conversion of both acyclic and cyclic substrates in high yields (up to 97%) and excellent enantioselectivities (up to >99:1), providing a practical entry to phosphorus-containing chiral amines. Notably, this is the first reported application of ATH to α-iminophosphonates, offering a robust and operationally convenient alternative to conventional asymmetric hydrogenation (AH) approaches.

钌催化α-亚氨基膦酸盐的不对称转移加氢:一种有价手性α-氨基膦酸盐合成新方法。
研究了一种钌催化的不对称转移加氢(ATH)方法,该方法可以从易得的α-亚氨基膦酸盐中高效合成有价手性α-氨基膦酸盐。该方法能够以高收率(高达97%)和优异的对映选择性(高达bbb99:1)转化无环和环底物,为含磷手性胺提供了一个实用的入口。值得注意的是,这是首次报道将ATH应用于α-亚氨基膦酸盐,为传统的不对称氢化(AH)方法提供了一种强大且操作方便的替代方法。
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来源期刊
Chemistry - A European Journal
Chemistry - A European Journal 化学-化学综合
CiteScore
7.90
自引率
4.70%
发文量
1808
审稿时长
1.8 months
期刊介绍: Chemistry—A European Journal is a truly international journal with top quality contributions (2018 ISI Impact Factor: 5.16). It publishes a wide range of outstanding Reviews, Minireviews, Concepts, Full Papers, and Communications from all areas of chemistry and related fields. Based in Europe Chemistry—A European Journal provides an excellent platform for increasing the visibility of European chemistry as well as for featuring the best research from authors from around the world. All manuscripts are peer-reviewed, and electronic processing ensures accurate reproduction of text and data, plus short publication times. The Concepts section provides nonspecialist readers with a useful conceptual guide to unfamiliar areas and experts with new angles on familiar problems. Chemistry—A European Journal is published on behalf of ChemPubSoc Europe, a group of 16 national chemical societies from within Europe, and supported by the Asian Chemical Editorial Societies. The ChemPubSoc Europe family comprises: Angewandte Chemie, Chemistry—A European Journal, European Journal of Organic Chemistry, European Journal of Inorganic Chemistry, ChemPhysChem, ChemBioChem, ChemMedChem, ChemCatChem, ChemSusChem, ChemPlusChem, ChemElectroChem, and ChemistryOpen.
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