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Copper(I)-catalysed asymmetric allylic reductions with hydrosilanes

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Abstract

A copper(I)-catalysed asymmetric allylic reduction enables a regio- and stereoselective transfer of a hydride nucleophile in an SN2′-fashion onto allylic bromides. This transformation represents a conceptually orthogonal approach to allylic substitution reactions with carbon nucleophiles. A copper(I) complex based upon a chiral N-heterocyclic carbene (NHC) ligand allows for stereoselectivity reaching 99% ee. The catalyst enables a stereoconvergent reaction irrespective of the double bond configuration of the starting materials.

Graphical abstract: Copper(i)-catalysed asymmetric allylic reductions with hydrosilanes

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Publication details

The article was received on 06 Sep 2017, accepted on 05 Oct 2017 and first published on 11 Oct 2017


Article type: Communication
DOI: 10.1039/C7CC07008J
Citation: Chem. Commun., 2017, Advance Article
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    Copper(I)-catalysed asymmetric allylic reductions with hydrosilanes

    T. N. T. Nguyen, N. O. Thiel and J. F. Teichert, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC07008J

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