不对称亚胺离子催化的 2-羟基肉桂醛和 2-氧代羧酸酯的共轭加成：手性多取代桥连双环缩酮的合成。
Asymmetric iminium ion-catalyzed conjugate addition of 2-hydroxycinnamaldehydes and 2-oxocarboxylic esters: synthesis of chiral polysubstituted bridged bicyclic ketals.
机构信息
Molecular Synthesis Center & Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, China.
Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology, Qingdao, China.
出版信息
Chem Commun (Camb). 2023 Jul 11;59(56):8711-8714. doi: 10.1039/d3cc02739b.
A highly regio-, chemo-, and stereoselective cascade process initiated by enantioselective iminium-catalyzed conjugate addition of 2-hydroxycinnamaldehydes and 2-oxocarboxylic esters is presented. Normal cinnamaldehydes are not reactive under the same reaction conditions. Bridged bicyclic ketals rather than acetals bearing stereocenters on both the bridge carbon and bridgehead ketal carbon are synthesized.
本文报道了一种由对映选择性亚胺催化的 2-羟基肉桂醛和 2-氧代羧酸酯的共轭加成引发的高区域、化学和立体选择性级联反应。在相同的反应条件下，正常的肉桂醛没有反应活性。合成了带有立体中心的桥环双环缩酮，而不是桥碳原子和桥头缩酮碳原子上都带有立体中心的缩醛。
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