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Ligand-controlled diastereodivergent, enantio- and regioselective copper-catalyzed hydroxyalkylboration of 1,3-dienes with ketones

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Abstract

A copper-catalyzed three-component coupling of 1,3-dienes, bis(pinacolato)diboron, and ketones allows for the chemo-, regio-, diastereo- and enantioselective assembly of densely functionalized tertiary homoallylic alcohols. The relative configuration of the vicinal stereocenters is controlled by the chiral ligand employed. Subsequent transformations illustrate the versatility of these valuable chiral building blocks.

Graphical abstract: Ligand-controlled diastereodivergent, enantio- and regioselective copper-catalyzed hydroxyalkylboration of 1,3-dienes with ketones

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Publication details

The article was received on 17 Jul 2019, accepted on 17 Aug 2019 and first published on 20 Aug 2019


Article type: Edge Article
DOI: 10.1039/C9SC03531A
Chem. Sci., 2019, Advance Article
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    Ligand-controlled diastereodivergent, enantio- and regioselective copper-catalyzed hydroxyalkylboration of 1,3-dienes with ketones

    J. Feng, Y. Xu and M. Oestreich, Chem. Sci., 2019, Advance Article , DOI: 10.1039/C9SC03531A

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