Chiral 1,3,2‐Diazaphospholenes as Catalytic Molecular Hydrides for Enantioselective Conjugate Reductions

Solène Miaskiewicz, John H. Reed, Pavel A. Donets, Caio C. Oliveira, Nicolai Cramer

Angewandte Chemie · 2018 · 27 citations · 42 references

Concepts

Abstract

Abstract Secondary 1,3,2‐diazaphospholenes have a polarized P−H bond and are emerging as molecular hydrides. Herein, a class of chiral, conformationally restricted methoxy‐1,3,2‐diazaphospholene catalysts is reported. We demonstrate their catalytic potential in asymmetric 1,4‐reductions of α,β‐unsaturated carbonyl derivatives, including enones, acyl pyrroles, and amides, which proceeded in enantioselectivities of up to 95.5:4.5 e.r.

References

42