Preparation of N‐2‐Nitrophenylsulfenyl Imino Peptides and Their Catalyst‐Controlled Diastereoselective Indolylation

Preparation of N‐2‐Nitrophenylsulfenyl Imino Peptides and Their Catalyst‐Controlled Diastereoselective Indolylation
复制标题

N-2-硝基苯基硫基亚氨基肽的制备及其催化剂控制的非对映选择性吲哚基化

DOI:
10.1002/chem.202203120
复制
发表时间:
2022
期刊:
Chemistry -A European Journal
影响因子:
--
通讯作者:
Yamada Ken‐ichi
Yamada Ken‐ichi
中科院分区:
--
文献类型:
--
作者:
Inokuma Tsubasa;Masui Kana;Fukuhara Koki;Yamada Ken‐ichi

文献摘要

相似文献

通过MnO 2介导的氧化反应成功地制备了具有不同功能基团的N-2-硝基苯硫基亚氨基二肽,然后进行非对映选择性吲哚化。使用适当的手性磷酸催化剂从相同的底物选择性地获得加合物的每种非对映体。这些转化将有助于合成作为新型候选药物的非典型含氨基酸肽。
N‐2‐Nitrophenylsulfenyl imino dipeptides bearing various functional groups were successfully prepared by MnO2‐mediated oxidation and then subjected to diastereoselective indolylation. Each diastereomer of the adduct was selectively obtained from the same substrates using the appropriate chiral phosphoric acid catalysts. These transformations would be useful for synthesizing non‐canonical amino acid‐containing peptides as novel drug candidates.