N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences (RAS), 47 Leninsky Prospect, 119991 Moscow, Russian Federation.
J Org Chem. 2021 Mar 19;86(6):4457-4471. doi: 10.1021/acs.joc.0c02891. Epub 2021 Mar 3.
Reactions of styrylmalonates with aromatic aldehydes in the presence of Lewis and Brønsted acids and their regularities have been studied in detail. Approaches to the synthesis of various polysubstituted 5,6-dihydropyran-2-ones, indenes, aryl-containing dienes and trienes, cyclopentadienes, and polycyclic lactones have been developed with chemo-, regio-, stereo-, and diastereoselectivity control. The mechanisms of these reactions were studied in depth using multinuclear NMR experiments, monitoring the reactions in the NMR tube, and O isotope labeling.
详细研究了在路易斯酸和布朗斯台德酸存在下，苯乙烯基丙二酸盐与芳香醛的反应及其规律。发展了具有化学、区域、立体和非对映选择性控制的各种多取代 5,6-二氢吡喃-2-酮、茚、含芳基二烯和三烯、环戊二烯和多环内酯的合成方法。使用多核 NMR 实验、在 NMR 管中监测反应和 O 同位素标记深入研究了这些反应的机制。
