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Allylic gem-diboronic esters: synthesis, reactivity, and applications in regio-, chemo-, and stereoselective C-C bond
Kanak Kanti Das1, Sutapa Dey2,3
1Kekulé-Institut für Organische Chemie und Biochemie, Universität Bonn, 53121, Bonn, Germany. kanakiitkgp@gmail.com.
Abstract:
Recent advances in the synthesis and reactivity of allylic gem-diboronic esters have established these compounds as uniquely programmable nucleophiles for highly selective C-C bond formation across diverse reaction manifolds. Their dual boron functionality enables precise control over regio-, chemo-, and stereoselectivity under both metal-catalyzed and metal-free conditions. Efficient synthetic strategies have significantly expanded access to structurally diverse allylic gem-diboronic esters, while their reactivity has been broadly explored in 1,2- and 1,4-additions, nucleophilic aromatic substitution, carbon-heteroatom bond formation, and deborylative allylation-rearrangement cascades. Collectively, these advances establish allylic gem-diboronic esters as versatile and programmable synthetic platforms for the selective construction of densely functionalized and stereochemically complex molecular architectures.
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