Author:
Barker Timothy J.,Bogatkevich Andrew,Crowder Dallas W.,Gierszal Sophia G.,Hayes Jacob C.,Hollerbach Michael R.,Russell Richard W.
Abstract
AbstractThis 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.1 Introduction2 1,2-Additions3 Additions to sp3 Electrophiles4 Conclusion and Outlook
Funder
National Science Foundation
National Center for Research Resources
Howard Hughes Medical Institute
National Institute of General Medical Sciences
Subject
Organic Chemistry,Catalysis