Highly Enantioselective Asymmetric Hydrogenation of Carboxy-Directed α,α-Disubstituted Terminal Olefins via the Ion Pair Noncovalent Interaction

The t-Bu-Wudaphos was successfully applied into Rh-catalyzed asymmetric hydrogenation of α,α-disubstituted terminal olefins bearing a carboxy-directed group with excellent reactivities and enantioselectivities via the ion pair noncovalent interaction (up to >99% conversion, 98% yield, 98% ee) und...

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Veröffentlicht in:Organic letters 2017-12, Vol.19 (24), p.6474-6477
Hauptverfasser: Wen, Songwei, Chen, Caiyou, Du, Shuaichen, Zhang, Zhefan, Huang, Yi, Han, Zhengyu, Dong, Xiu-Qin, Zhang, Xumu
Format: Artikel
Sprache:eng
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Zusammenfassung:The t-Bu-Wudaphos was successfully applied into Rh-catalyzed asymmetric hydrogenation of α,α-disubstituted terminal olefins bearing a carboxy-directed group with excellent reactivities and enantioselectivities via the ion pair noncovalent interaction (up to >99% conversion, 98% yield, 98% ee) under mild reaction conditions without base. In addition, control experiments were conducted, and the results demonstrated that the ion pair noncovalent interaction between ligand and substrate played an important role in achieving an outstanding performance in this asymmetric hydrogenation.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b02972