Reactions of Benzylboronate Nucleophiles.

Synthesis (Stuttg)

College of Charleston, Department of Chemistry and Biochemistry, 66 George St., Charleston, SC.

Published: September 2023

This short review summarizes our laboratory's development of benzylboronic esters as nucleophiles. Activation of the benzylboronic ester is achieved by irreversible coordination of an alkyllithium Lewis base to form a nucleophilic benzylboronate. This boronate was found to react with aldehydes, imines, ketones and alkyl bromides. A copper catalyst was employed in reactions of the boronate with epoxides and aziridines.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10545366PMC
http://dx.doi.org/10.1055/a-2072-2754DOI Listing

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