Barker Timothy J, Bogatkevich Andrew, Crowder Dallas W, Gierszal Sophia G, Hayes Jacob C, Hollerbach Michael R, Russell Richard W
College of Charleston, Department of Chemistry and Biochemistry, 66 George St., Charleston, SC.
Synthesis (Stuttg). 2023 Sep;55(17):2639-2647. doi: 10.1055/a-2072-2754. Epub 2023 May 8.
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.
本简短综述总结了我们实验室将苄基硼酸酯作为亲核试剂的研究进展。苄基硼酸酯通过与烷基锂路易斯碱进行不可逆配位以形成亲核性硼酸苄酯来实现活化。已发现该硼酸苄酯能与醛、亚胺、酮和溴代烷发生反应。在硼酸苄酯与环氧化物和氮杂环丙烷的反应中使用了铜催化剂。
