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Palladium-Catalyzed Diastereo- and Enantioselective Allylic Alkylation of Oxazolones with 1,3-Dienes Under Base-Free Conditions

preprint
submitted on 10.01.2020 and posted on 13.01.2020 by Haijian Yang, Dong Xing

Herein, we report a highly diastereo- and enantioselective allylic alkylation of oxozolones with 1,3-dienes by palladium-hydride catalyst under base-free conditions. With DTBM-SEGPHOS as the chiral ligand, a series of enantioenriched oxazolones bearing tertiary carbon centers were synthesized from substituted 1,3-dienes via exclusive 1,2-addition with moderate to good diastereoselectivities and high enantioselectivities. When simple 1,3-butadiene was used as the allyl precursor under this base-free catalytic system, 1,4-addition products were obtained in good yields with high regioselectivities.

History

Email Address of Submitting Author

dxing@sat.ecnu.edu.cn

Institution

East China Normal University

Country

China

ORCID For Submitting Author

0000-0003-3718-4539

Declaration of Conflict of Interest

no conflict of interest

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