期刊
ASIAN JOURNAL OF ORGANIC CHEMISTRY
卷 -, 期 -, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202300227
关键词
C-H functionalization; alkylation; dehydroamino acids; stereoselective reactions; rhodium
In this study, a cationic rhodium catalyst and methyl trifluoroborate salt were used to achieve the stereoselective formation of beta,beta-disubstituted dehydroamino acids (ΔAAs) in peptides. This method allowed the direct installation of an alkyl group on a beta-monosubstituted ΔAA in the peptide chain, leading to the successful synthesis of both isomers of dehydroisoleucine, which is an important yet usually inaccessible ΔAA.
In this article, we describe the stereoselective formation of beta,beta-disubstituted dehydroamino acids (Delta AAs) in peptides using a cationic rhodium catalyst and methyl trifluoroborate salt. Using this approach, an alkyl group was directly installed on a beta-monosubstituted Delta AA in the peptide chain and both isomers of dehydroisoleucine, an important yet usually inaccessible Delta AA, were successfully obtained.
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