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Copper-catalyzed enantioselective 1,2-borylation of 1,3-dienes

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Published in Chemical Science. 2018, vol. 9, no. 23, p. 5284-5288
Abstract A highly enantioselective Cu-catalyzed borylation of 2-substituted 1,3-dienes is reported. The use of a chiral phosphanamine ligand is essential in achieving high chemo-, regio-, diastereo- and enantioselectivity. It provides access to a variety of homoallylic boronates in consistently high yield and enantiomeric excess with 2-aryl and 2-heteroaryl 1,3-dienes as well as sterically demanding 2-alkyl 1,3-dienes. Preliminary investigations based on a non-linear effect study point to a mechanism involving more than one metal center.
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Research group Groupe Mazet
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LIU, Yangbin, FIORITO, Daniele, MAZET, Clement. Copper-catalyzed enantioselective 1,2-borylation of 1,3-dienes. In: Chemical Science, 2018, vol. 9, n° 23, p. 5284-5288. https://archive-ouverte.unige.ch/unige:105717

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Deposited on : 2018-06-19

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