Please use this identifier to cite or link to this item: https://doi.org/10.1038/s41467-020-14543-2
Title: Versatile cobalt-catalyzed regioselective chain-walking double hydroboration of 1,n-dienes to access gem-bis(boryl)alkanes
Authors: Hu, M.
Ge, S. 
Issue Date: 2020
Publisher: Nature Research
Citation: Hu, M., Ge, S. (2020). Versatile cobalt-catalyzed regioselective chain-walking double hydroboration of 1,n-dienes to access gem-bis(boryl)alkanes. Nature Communications 11 (1) : 765. ScholarBank@NUS Repository. https://doi.org/10.1038/s41467-020-14543-2
Rights: Attribution 4.0 International
Abstract: Double hydroboration of dienes is the addition of a hydrogen and a boryl group to the two double bonds of a diene molecule and represents a straightforward and effective protocol to prepare synthetically versatile bis(boryl)alkanes, provided that this reaction occurs selectively. However, this reaction can potentially yield several isomeric organoboron products, and it still remains a challenge to control the regioselectivity of this reaction, which allows the selective production of a single organoboron product, in particular, for a broad scope of dienes. By employing a readily available cobalt catalyst, here we show that this double hydroboration yields synthetically useful gem-bis(boryl)alkanes with excellent regioselectivity. In addition, the scope of dienes for this reaction is broad and encompasses a wide range of conjugated and non-conjugated dienes. Furthermore, mechanistic studies indicate that this cobalt-catalyzed double hydroboration occurs through boryl-directed chain-walking hydroboration of alkenylboronates generated from anti-Markovnikov 1,2-hydroboration of 1,n-diene. © 2020, The Author(s).
Source Title: Nature Communications
URI: https://scholarbank.nus.edu.sg/handle/10635/198124
ISSN: 2041-1723
DOI: 10.1038/s41467-020-14543-2
Rights: Attribution 4.0 International
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