Site-Selective Modification of α‑Amino Acids and Oligopeptides via Native Amine-Directed γ‑C(sp3)‑H Arylation
Site-selective modification of chemically and biologically valuable α-amino acids and peptides is of great importance for biochemical study and pharmaceutical development. Few methods based on remote C(sp3)-H functionalization of aliphatic side-chains of peptides has been disclosed in recent years....
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Veröffentlicht in: | Organic letters 2019-12, Vol.21 (23), p.9381-9385 |
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creator | Yuan, Feipeng Hou, Zhen-Lin Pramanick, Pranab K Yao, Bo |
description | Site-selective modification of chemically and biologically valuable α-amino acids and peptides is of great importance for biochemical study and pharmaceutical development. Few methods based on remote C(sp3)-H functionalization of aliphatic side-chains of peptides has been disclosed in recent years. In this report, we developed a novel approach for γ-C(sp3)-H and γ-/δ-C(sp2)-H arylation of α-amino acids with α-hydrogen by native amine-directed C–H functionalization and further realized the γ-C(sp3)-H arylation of N-terminally unprotected peptides. |
doi_str_mv | 10.1021/acs.orglett.9b03607 |
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title | Site-Selective Modification of α‑Amino Acids and Oligopeptides via Native Amine-Directed γ‑C(sp3)‑H Arylation |
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