Solid-Phase Total Synthesis of Plusbacin A3
Posted on 2022-03-16 - 12:09
The
total synthesis of the depsipeptide natural product plusbacin
A3 (1) utilizing solid-phase peptide synthesis
(SPPS) was disclosed. A 3-hydroxy-proline derivative compatible with
Fmoc SPPS was prepared by a diastereoselective Joullié–Ugi
three-component reaction (JU-3CR)/hydrolysis sequence. After peptide
elongation on the solid support, cleavage of the peptide from the
resin, followed by macrolactamization and global deprotection, gave
plusbacin A3 (1).
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Takashina, Kazuki; Katsuyama, Akira; Kaguchi, Rintaro; Yamamoto, Kazuki; Sato, Toyotaka; Takahashi, Satoshi; et al. (2022). Solid-Phase Total Synthesis of Plusbacin A3. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.2c00667
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AUTHORS (9)
- KTKazuki TakashinaAKAkira KatsuyamaRKRintaro KaguchiKYKazuki YamamotoTSToyotaka SatoSTSatoshi TakahashiMHMotohiro HoriuchiSYShin-ichi YokotaSISatoshi Ichikawa
