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Chiral Cu(II)-catalyzed enantioselective β-borylation of α,β-unsaturated nitriles in water. | LitMetric
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Chiral Cu(II)-catalyzed enantioselective β-borylation of α,β-unsaturated nitriles in water.

Lei Zhu Taku Kitanosono Pengyu Xu Shū Kobayashi

Beilstein J Org Chem

Department of Chemistry, School of Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo, Japan.

Published: December 2015

The promising performance of copper(II) complexes was demonstrated for asymmetric boron conjugate addition to α,β-unsaturated nitriles in water. The catalyst system, which consisted of Cu(OAc)2 and a chiral 2,2'-bipyridine ligand, enabled β-borylation and chiral induction in water. Subsequent protonation, which was accelerated in aqueous medium, led to high activity of this asymmetric catalysis. Both solid and liquid substrates were suitable despite being insoluble in water.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4661013PMC
http://dx.doi.org/10.3762/bjoc.11.217DOI Listing

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