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Base-free Asymmetric Transfer Hydrogenation of 1,2-Di- and Monoketones Catalyzed by a Chiral Iron(II) Hydride

Lorena De Luca, Antonio Mezzetti
2018

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The chiral iron(ii) hydride complex [FeH(CNCEt 3 )(1a)](BF 4 ) (3, 1a is a chiral macrocycle with an (NH) 2 P 2 donor set) catalyzes the base-free transfer hydrogenation (ATH) of prochiral ketones and the hemireduction of benzils to the corresponding benzoins using i PrOH as hydrogen donor. Ketones give the same excellent enantioselectivity (up to 99% ee) as the parent catalyst [Fe(CNCEt 3 ) 2 (1a)](BF 4 ) 2 (2), which is only active upon treatment with NaO t Bu. Benzoins, whose labile
more » ... ter is known to undergo racemization under basic conditions, are formed in up to 83% isolated yield with enantioselectivity as high as 95%.
doi:10.3929/ethz-b-000276421 fatcat:wigyugak5neg5ki25gmbnppl5m
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Lorena De Luca, Antonio Mezzetti. "Base-free Asymmetric Transfer Hydrogenation of 1,2-Di- and Monoketones Catalyzed by a Chiral Iron(II) Hydride." (2018)