Asymmetric Umpolung Hydrogenation and Deuteration of Alkenes Catalyzed by Nickel
Siyu Guo, Xiuhua Wang and Jianrong Steve Zhou*
*Division of Chemistry and Biological Chemistry, School of
Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang
Link, 637371 Singapore, Email: jrzhou
ntu.edu.sg
S. Guo, X. Wang, J. S. Zhou, Org. Lett., 2020, 22, 1204-1207.
DOI: 10.1021/acs.orglett.0c00112
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Abstract
Nickel-catalyzed asymmetric hydrogenation of α,β-unsaturated esters, nitriles, and ketones as well as allylic alcohols proceeds in high enantioselectivity, using acetic acid or water as the hydrogen source and indium powder as electron donor. Asymmetric deuteration of α,β-unsaturated esters is achieved with the use of deuterated water.
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S. Guo, J. Zhou, Org. Lett., 2016, 18, 5344-5347.
Key Words
reduction of α,β-unsaturated compounds, indium
ID: J54-Y2020
