ol6b01812_si_001.pdf (3.39 MB)
Rhodium-Catalyzed Asymmetric Hydrogenation of α,β-Unsaturated Carbonyl Compounds via Thiourea Hydrogen Bonding
journal contribution
posted on 2016-08-30, 19:43 authored by Jialin Wen, Jun Jiang, Xumu ZhangThe
strategy of secondary interaction enables enantioselectivity
for homogeneous hydrogenation. By introducing hydrogen bonding of
substrates with thiourea from the ligand, α,β-unsaturated
carbonyl compounds, such as amides and esters, are hydrogenated with
high enantiomeric excess. The substrate scope for this chemical transformation
is broad with various substituents at the β-position. Control
experiments revealed that each unit of the ligand ZhaoPhos is irreplaceable.
No nonlinear effect was observed for this Rh/ZhaoPhos-catalyzed asymmetric
hydrogenation.
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enantioselectivityestershydrogenatednonlinear effectsubstrate scopecontrol experimentsligand ZhaoPhoschemical transformationThiourea Hydrogen BondinghydrogenationstrategyCompoundenantiomericRhodium-Catalyzed Asymmetric Hydrogenationsubstituentcarbonyl compoundsinteractionamideCarbonylβ- positionUnsaturatedthiourea
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