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Direct Access to Chiral Secondary Amides by Copper-Catalyzed Borylative Carboxamidation of Vinylarenes with Isocyanates

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Published in Journal of the American Chemical Society. 2020, vol. 142, no. 1, p. 623-632
Abstract A Cu-catalyzed borylative carboxamidation reaction has been developed using vinylarenes and isocyanates. Alkynes, branched 1,3-dienes, and bicyclic alkenes were also found to be competent coupling partners. Using a chiral phosphanamine ligand, an enantioselective variant of this transformation was developed, affording a set of α-chiral amides with unprecedented levels of enantioselectivity. The synthetic utility of the method was demonstrated through a series of representative stereoretentive postcatalytic derivatizations.
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Other version: https://pubs.acs.org/doi/10.1021/jacs.9b12297
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Research group Groupe Mazet
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FIORITO, Daniele et al. Direct Access to Chiral Secondary Amides by Copper-Catalyzed Borylative Carboxamidation of Vinylarenes with Isocyanates. In: Journal of the American Chemical Society, 2020, vol. 142, n° 1, p. 623-632. doi: 10.1021/jacs.9b12297 https://archive-ouverte.unige.ch/unige:128621

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Deposited on : 2020-01-10

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