Asymmetric Transfer Hydrogenation of 1-Naphthyl Ketones by an <i>ansa</i>-Ru(II) Complex of a DPEN-SO<sub>2</sub>N(Me)-(CH<sub>2</sub>)<sub>2</sub>(η<sup>6</sup>-<i>p</i>-Tol) Combined Ligand

Andrea Kišić, Michel Stephan, Barbara Mohar

Organic Letters · 2013 · 55 citations · 38 references

Concepts

Abstract

The first second-generation designer Ru(II) catalyst 1b featuring an enantiopure N,C-(N-ethylene-N-methyl-sulfamoyl)-tethered (DPEN-κ(2)N,N')/η(6)-toluene hybrid ligand is introduced. Using an S/C = 1000 in HCO2H-Et3N 5:2 transfer hydrogenation medium, secondary 1-naphthyl alcohols are obtained in up to >99.9% ee under mild conditions. Mechanistic factors are discussed.

References

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