%0 Journal Article
%T Iridium-catalyzed diacylmethylation of tyrosine and its peptides with sulfoxonium ylides.
%A Kharat ND
%A Naharwal S
%A Panda SS
%A Bajaj K
%A Sakhuja R
%J Chem Commun (Camb)
%V 60
%N 59
%D 2024 Jul 18
%M 38957144
%F 6.065
%R 10.1039/d4cc02204a
%X Pyridyloxy-directed Ir(III)-catalyzed diacylmethylation of protected tyrosines was achieved with alkyl and (hetero)aryl sulfoxonium ylides, furnishing tyrosine-based unnatural amino acids in good yields. Furthermore, the late stage exemplification of the strategy was successfully accomplished in tyrosine-containing dipeptides, tripeptides and tetrapeptides in moderate yields. This methodology is distinguished by its site-selectivity, tolerance of sensitive functional groups, scalability, and retention of the chiral configuration for tyrosine motifs.