Chiral 1,3,2‐Diazaphospholenes as Catalytic Molecular Hydrides for Enantioselective Conjugate Reductions |
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Authors: | Dr Solène Miaskiewicz John H Reed Dr Pavel A Donets Dr Caio C Oliveira Prof?Dr Nicolai Cramer |
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Institution: | 1. http://isic.epfl.ch/lcsa;2. Laboratory of Asymmetric Catalysis and Synthesis, EPFL SB ISIC LCSA, BCH 4305, Lausanne, Switzerland |
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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. |
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Keywords: | asymmetric catalysis diazaphospholenes organocatalysis phosphorus reduction |
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