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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Native Amides as Enabling Vehicles for Forging sp3-sp3 Architectures via Interrupted Deaminative Ni-Catalyzed
Jesus Rodrigalvarez1, Hao Wang1,2, Ruben Martin1,3
1Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Avenida Països Catalans 16, 43007 Tarragona, Spain.
Abstract:
Herein, we disclose an interrupted deaminative Ni-catalyzed chain-walking strategy that forges sp3-sp3 architectures at remote, yet previously unfunctionalized, methylene sp3 C-H sites enabled by the presence of native amides. This protocol is characterized by its mild conditions and wide scope, including challenging substrate combinations. Site-selectivity can be dictated by a judicious choice of the ligand, thus offering an opportunity to enable sp3-sp3 bond formations that are otherwise inaccessible in conventional chain-walking events.
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