Palladium-Catalyzed Cross-Coupling of Silyl Electrophiles with Alkylzinc Halides: A Silyl-Negishi Reaction
Andrew P. Cinderella, Bojan Vulovic and Donald A. Watson*
*Department of Chemistry and Biochemistry, University of
Delaware, Newark, Delaware 19716, United States, Email: dawatson
udel.edu
A. P. Cinderella, B. Vulovic, D. A. Watson, J. Am. Chem. Soc., 2017, 139, 7741-7744.
DOI: 10.1021/jacs.7b04364
see article for more reactions
Abstract
A palladium-catalyzed silyl-Negishi reaction between secondary zinc organometallics and silicon electrophiles provides direct access to alkyl silanes. The balance of steric and electronic parameters of the employed DrewPhos ligand suppresses isomerization and promotes efficient and selective cross-coupling.
see article for more examples
proposed mechanism
Key Words
Negishi coupling, alkylsilanes
ID: J48-Y2017
