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Ligand‐Controlled Copper‐Catalyzed Regiodivergent Carbonylative Synthesis of α‐Amino Ketones and α‐Boryl Amides from Imines and Alkyl Iodides
Author(s) -
Wu FuPeng,
Wu XiaoFeng
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202012251
Subject(s) - regioselectivity , chemistry , imes , ligand (biochemistry) , alkyl , catalysis , selectivity , combinatorial chemistry , medicinal chemistry , organic chemistry , stereochemistry , carbene , receptor , biochemistry
Regioselective transformation is among the long‐standing challenges in organic synthesis. In this communication, a copper‐catalyzed selectivity controlled regiodivergent borocarbonylation of imines with alkyl iodides has been developed. Various α‐amino ketones and α‐boryl amides were produced in moderate to good yields from the same substrates. The choice of the ligand is key for the regioselectivity control: α‐amino ketones were produced selectively in good yields with ( p ‐CF 3 C 6 H 4 ) 3 P as the ligand, whereas the corresponding α‐boryl amides were obtained with high regioselectivities when using Me IMes as the ligand.