Water as a Hydrogenating Agent: Stereodivergent Pd-Catalyzed Semihydrogenation of Alkynes

Chuan-Qi Zhao; Yue-Gang Chen; Hui Qiu; Lei Wei; Ping Fang; Tian-Sheng Mei

doi:10.1021/acs.orglett.9b00148

Water as a Hydrogenating Agent: Stereodivergent Pd-Catalyzed Semihydrogenation of Alkynes

Org Lett. 2019 Mar 1;21(5):1412-1416. doi: 10.1021/acs.orglett.9b00148. Epub 2019 Feb 21.

Authors

Chuan-Qi Zhao¹, Yue-Gang Chen¹, Hui Qiu¹, Lei Wei¹, Ping Fang¹, Tian-Sheng Mei¹

Affiliation

¹ State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis , Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Lu , Shanghai 200032 , China.

PMID: 30789277
DOI: 10.1021/acs.orglett.9b00148

Abstract

Palladium-catalyzed transfer semihydrogenation of alkynes using H₂O as the hydrogen source and Mn as the reducing reagent is developed, affording cis- and trans-alkenes selectively under mild conditions. In addition, this method provides an efficient way to access various cis-1,2-dideuterioalkenes and trans-1,2-dideuterioalkenes by using D₂O instead of H₂O.

Publication types

Research Support, Non-U.S. Gov't