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Enantio‐, Regio‐ and Chemoselective Copper‐Catalyzed 1,2‐Hydroborylation of Acylsilanes

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Nagy, Audric Collard, Laurent [UCL] Indukuri, Kiran Leyssens, Tom [UCL] Riant, Olivier [UCL]

The enantioselective synthesis of synthetically significant (  -hydroxyallyl)silanes, (  -hydroxyaryl)silanes and (  hydroxyalkyl)silanes is reported. The present copper-catalysed 1,2hydroborylation of acylsilanes affords the aforementioned products in high yields and high enantiomeric excesses. This robust and scalable additive-free catalytic system relies on the use of low copper(II) acetate and diphosphine ligand loadings at room temperature in the presence of a commercially available and bench stable hydride source.

Type de document Article de périodique (Journal article) – Article de recherche
Type d'accès Accès libre
Année de publication 2019
Langue Anglais
Information sur le périodique "Chemistry – A European Journal" - (2019)
Peer reviewed oui
Editeur Wiley
issn 0947-6539
e-issn 1521-3765
Statut de la publication Accepté/Sous presse
Affiliations UCL - SST/IMCN/MOST - Molecules, Solids and Reactivity
Mots-clés Copper • Acylsilane • -hydroxysilane • Hydroborylation • Asymmetric
Liens
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  81. Complete screening of the chiral ligands is presented in the Supporting Information.
  82. The absolute configuration was determined to beSby XRD analysis. Full crystallographic data is available in the Supporting Information.
  83. Additional details about the hydrolysis are given in the Supporting Information.
  84. 1 mol % catalyst was used in order to ensure accurate weighing of the ligand.
Référence bibliographique Nagy, Audric ; Collard, Laurent ; Indukuri, Kiran ; Leyssens, Tom ; Riant, Olivier. Enantio‐, Regio‐ and Chemoselective Copper‐Catalyzed 1,2‐Hydroborylation of Acylsilanes. In: Chemistry – A European Journal, (2019)
Permalien http://hdl.handle.net/2078.1/217487