Solvent‐ or Base‐Controlled Diastereoselectivity and Chemoselectivity for the Reaction of Ketenimine Zwitterionic Salts.

Autor: Yang, Weiguang, Li, Guanrong, Huang, Zixin, Luo, Qiaoli, Luo, Hui
Předmět:
Zdroj: Chinese Journal of Chemistry; Jan2025, Vol. 43 Issue 1, p67-72, 6p
Abstrakt: Comprehensive Summary: Ketenimine zwitterionic salt (KZS), a novel and stable ketenimine precursor, is still underexplored in the realm of chemical synthesis. In this study, we demonstrate the transformation of pyrrole derivatives through the cyclization of KZS with α‐aminoketones. The diastereoselectivity of this reaction is influenced by the solvent, enabling the isolation of 3‐hydroxypyrrolidine diastereomers with the highest reported dr value of 21 : 1. Furthermore, the chemoselectivity is modulated by the choice of base, yielding 2‐aminopyrrole derivatives as the major products. This research offers a sustainable approach to harnessing the potential of KZS in organic synthesis, contributing to a greener chemical process. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index