Site-Selective Cu-Catalyzed Alkylation of α-Amino Acids and Peptides toward the Assembly of Quaternary Centers
作者:Marcos San Segundo、Arkaitz Correa
DOI:10.1002/cssc.201802216
日期:2018.11.23
The CuI‐catalyzed selective α‐alkylation of α‐amino acid and peptide derivatives with 2‐alkyl‐1,3‐dioxolanes is reported. This oxidative coupling is distinguished by its site‐specificity, high diastereoselectivity, and chirality preservation and exhibits absolute chemoselectivity for N‐aryl glycine motifs over other amino acid units. Collectively, the method allows for the assembly of challenging quaternary
据报道,Cu I用2-烷基-1,3-二氧戊环催化了α-氨基酸和肽衍生物的选择性α-烷基化。这种氧化偶合以其位点特异性,高非对映选择性和手性保留而著称,并且相对于其他氨基酸单元,对N-芳基甘氨酸基序表现出绝对的化学选择性。总的来说,该方法允许组装具有挑战性的四级中心,以及衍生自具有高结构复杂性的天然产物的化合物,这可能为肽的后期功能化提供了充足的机会。