Design and synthesis of novel 1,3-diene bridged chiral atropoisomeric diphosphine ligands for asymmetric hydrogenation of α-dehydro amino ketones

IF 10.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Science China Chemistry Pub Date : 2023-09-19 DOI:10.1007/s11426-023-1798-1
Xuefeng Tan, Shuang Gao, Chunyan Yang, Qiwei Lang, Xiaobing Ding, Gen-Qiang Chen, Xumu Zhang
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Abstract

A series of novel atropisomeric diphosphine ligands termed TanPhos were designed and synthesized, which has a smaller bite angle compared with that of other ligands such as BINAP. TanPhos showed high reactivity and enantioselectivity in the rhodium-catalyzed asymmetric hydrogenation of a-dehydro amino ketones, and up 99% yield and 99% ee were obtained for a wide range of chiral α-amino ketones.

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用于α-脱氢氨基酮不对称加氢的新型1,3-二烯桥手性异丙二膦配体的设计与合成
设计并合成了一系列新的阻转异构二膦配体,称为TanPhos,与其他配体(如BINAP)相比,它具有更小的咬合角。TanPhos在铑催化的α-脱氢氨基酮不对称加氢反应中表现出较高的反应活性和对映选择性,对多种手性α-氨基酮的收率和ee分别高达99%和99%。
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来源期刊
Science China Chemistry
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.
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