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Palladium-catalysed diastereodivergent inverse- electron-demand oxa-Diels–Alder reactions of in situ formed cyclopentadienones via ligand- control

作     者:Xing-Xing Yang Xing-Liang Zhao Qin Ouyang Wei Du Ying-Chun Chen 

作者机构:Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Provinceand Sichuan Research Center for Drug Precision Industrial TechnologyWest China School of PharmacySichuan UniversityChengdu 610041China College of PharmacyThird Military Medical UniversityShapingbaChongqing 400038China 

出 版 物:《Organic Chemistry Frontiers》 (有机化学前沿(英文))

年 卷 期:2022年第9卷第5期

页      面:1364-1369页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 0806[工学-冶金工程] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基  金:We are grateful for the financial support from the NSFC(21971166,21931006,92156005,and 21921002) the Fundamental Research Funds for the Central Universities 

主  题:inverse Palladium stereo 

摘      要:Here we report Pd(0)-catalysed asymmetric inverse-electron-demand oxa-Diels–Alder reactions between the carbonates of 4-hydroxy-2-cyclopentenones andα-cyano chalcones by in situ generating η^(2)-Pd(0)-cyclopentadienone complexes as HOMO-raised dienophiles,and diastereodivergent synthesis could be realised by employing a bifunctional monophosphine ligand from a chiral aminoalcohol or a proline-derived bisphosphine ligand.

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