Cu(ii)-Catalyzed asymmetric boron conjugate addition to α,β-unsaturated imines in waterElectronic supplementary information (ESI) available. See DOI: 10.1039/c4cc04062g

Enantioselective conjugate addition of bis(pinacolato)diboron to α,β-unsaturated imines proceeds smoothly in water in the presence of a chiral copper( ii ) complex consisting of Cu(OAc) 2 and chiral 2,2′-bipyridine. The corresponding β-boryl imines, which were oxidized to β-hydroxy imines, further l...

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Main Authors Kitanosono, Taku, Xu, Pengyu, Isshiki, Satoshi, Zhu, Lei, Kobayashi, Sh
Format Journal Article
LanguageEnglish
Published 22.07.2014
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Summary:Enantioselective conjugate addition of bis(pinacolato)diboron to α,β-unsaturated imines proceeds smoothly in water in the presence of a chiral copper( ii ) complex consisting of Cu(OAc) 2 and chiral 2,2′-bipyridine. The corresponding β-boryl imines, which were oxidized to β-hydroxy imines, further leading to γ-amino alcohols, were obtained in high yields and high enantioselectivities. A mixture of imines and bis(pinacolato)diboron in water furnished the enantioenriched imines after oxidation using a chiral copper( ii ) complex as the catalyst.
Bibliography:10.1039/c4cc04062g
Electronic supplementary information (ESI) available. See DOI
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc04062g