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Development of aspartic acid ligation for peptide cyclization derived from serine/threonine ligation

Chinese Chemical Letters, ISSN: 1001-8417, Vol: 29, Issue: 7, Page: 1119-1122
2018
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Based on a mechanism analogous to the serine/threonine ligation, the aspartic acid ligation, which is facilitated by the γ -amino alcohol based ligation and oxidation, is developed and applied to the synthesis of cyclic peptides. The γ -hydroxyl group triggers the ring-chain tautomerization via a 6- endo - trig process, while the δ -hydroxyl group facilitates the oxidative cleavage of the vicinal diol to give carboxylic acid.

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