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Peptide modification by C(sp3)-H functionalization of internal residues remains a major challenge due to the inhibitory effect of peptide bonds. In this work, we developed a methionine-directed β-C(sp3)-H arylation method… Click to show full abstract
Peptide modification by C(sp3)-H functionalization of internal residues remains a major challenge due to the inhibitory effect of peptide bonds. In this work, we developed a methionine-directed β-C(sp3)-H arylation method for internal alanine functionalization. By tuning the σC-C bond rotation of internal Ala through head-to-tail cyclization, we overcame the inhibitory effect and functionalized a wide range of head-to-tail cyclic peptides with aryl iodides with excellent position selectivity.
Keywords:
methionine directed;
directed sp3;
head;
head tail;
sp3 arylation
Journal Title: Organic letters
Year Published: 2022
Link to full text (if available)
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Journal Title: Organic letters
Year Published: 2022
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!