Synthesis of β‑Thiol Phenylalanine for
Applications in One-Pot Ligation–Desulfurization Chemistry

Malins, Lara R.; Giltrap, Andrew
M.; Dowman, Luke J.; Payne, Richard J.

doi:10.1021/acs.orglett.5b00597.s001

ol5b00597_si_001.pdf (19 MB)

Synthesis of β‑Thiol Phenylalanine for Applications in One-Pot Ligation–Desulfurization Chemistry

journal contribution

posted on 2015-05-01, 00:00 authored by Lara R. Malins, Andrew M. Giltrap, Luke J. Dowman, Richard J. Payne

The efficient synthesis of a β-thiol phenylalanine derivative is described starting from Garner’s aldehyde. The utility of this amino acid in peptide ligation–desulfurization chemistry is described, including the trifluoroethanethiol (TFET)-promoted one-pot assembly of the 62 residue peptide hormone augurin.