Nickel-Mediated Enantiospecific Silylation via Benzylic C–OMe Bond Cleavage
Venkadesh Balakrishnan, Vetrivelan Murugesan, Bincy Chindan, Ramesh Rasappan
Abstract
Benzylic stereocenters are found in bioactive and drug molecules, as enantiopure benzylic alcohols have been used to build such a stereogenic center, but are limited to the construction of a C-C bond. Silylation of alkyl alcohols has the potential to build bioactive molecules and building blocks; however, the development of such a process is challenging and unknown. Herein, we describe an unprecedented AgF-assisted nickel catalysis in the enantiospecific silylation of benzylic ethers.
Topics & Concepts
ChemistrySilylationCleavage (geology)Bond cleavageNickelStereochemistryMedicinal chemistryCatalysisOrganic chemistryEngineeringFracture (geology)Geotechnical engineeringOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsAsymmetric Hydrogenation and Catalysis