Synthesis of Enantioenriched (Z)-Disubstituted Allylic Alcohols via Ru-Catalyzed Selective Dehydrogenation

Dongxu He; Donghao Wang; Chen Xu; Xiangyou Xing

doi:10.1021/acs.joc.3c00986

Synthesis of Enantioenriched (Z)-Disubstituted Allylic Alcohols via Ru-Catalyzed Selective Dehydrogenation

J Org Chem. 2023 Jul 21;88(14):10314-10321. doi: 10.1021/acs.joc.3c00986. Epub 2023 Jun 29.

Authors

Dongxu He^{1

2}, Donghao Wang², Chen Xu², Xiangyou Xing²

Affiliations

¹ School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001, China.
² Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, China.

PMID: 37386774
DOI: 10.1021/acs.joc.3c00986

Abstract

A highly efficient kinetic resolution of allylic alcohols with Z/E mixtures was achieved via Ru-catalyzed selective dehydrogenation. Not only allylic alcohols were obtained with pure Z-geometry, but the corresponding selectivity factors rank among the few highest for kinetic resolution reported in the literature.