5 research outputs found
One-pot synthesis of styrene derivatives from allyl silanes via b(c6f5)3-catalyzed isomerization-Hiyama coupling
Herein, we report a one-pot synthesis of styrene derivatives via a novel B(C6F5)3-catalyzed E-selective isomerization of readily accessible allyl silanes and subsequent Hiyama coupling of the versatile alkenyl silane intermediates. This one-pot, two-step approach enables access to a broad range of styrene derivatives, including those containing Lewis basic functional groups, that cannot be accessed via the previously developed B(C6F5)3-catalyzed isomerization of allyl benzenes
Electron deficient borane-mediated hydride abstraction in amines: stoichiometric and catalytic processes
The manipulation of amino CâH bonds has garnered significant interest from the synthetic community due to its inherently high atom, step and redox economy. This Tutorial Review summarises the ability of boranes to mediate hydride abstraction from α-amino and Îł-amino conjugated CâH bonds. Borane-mediated hydride abstraction results in the generation of reactive iminium hydridoborate salts that participate in a variety of stoichiometric and catalytic processes. The reactions that have utilised this unusual reactivity include those that manipulate amino scaffolds (including dehydrogenation, racemisation, isomerisation, α- and ÎČ-functionalisation, and CâN bond cleavage) and those that use amine-based reagents (transfer hydrogenation, and alkylation)
B(C 6 F 5 ) 3 âCatalyzed E âselective isomerization of alkenes
Abstract: Herein, we report the B(C6F5)3âcatalyzed Eâselective isomerization of alkenes. The transitionâmetalâfree method is applicable across a diverse array of readily accessible substrates, giving access to a broad range of synthetically useful products containing versatile stereodefined internal alkenes. The reaction mechanism was investigated by using synthetic and computational methods
Electron deficient borane-mediated hydride abstraction in amines: stoichiometric and catalytic processes
The manipulation of amino C-H bonds has garnered significant interest from the synthetic community due to its inherently high atom, step and redox economy. This Tutorial Review summarises the ability of boranes to mediate hydride abstraction from α-amino and Îł-amino conjugated C-H bonds. Borane-mediated hydride abstraction results in the generation of reactive iminium hydridoborate salts that participate in a variety of stoichiometric and catalytic processes. The reactions that have utilised this unusual reactivity include those that manipulate amino scaffolds (including dehydrogenation, racemisation, isomerisation, α- and ÎČ-functionalisation, and C-N bond cleavage) and those that use amine-based reagents (transfer hydrogenation, and alkylation)