Mechanistic Study of the Spiroindolones: A New Class of Antimalarials

During the synthesis of the new antimalarial drug candidate NITD609, a high degree of diastereoselectivity was observed in the Pictet-Spengler reaction. By isolating both the 4E and 4Z imine intermediates, a systematic mechanistic study of the reaction under both kinetic and thermodynamic conditions...

Descripción completa

Detalles Bibliográficos
Autores principales: Zou, Bin, Yap, Peiling, Sonntag, Louis-Sebastian, Leong, Seh Yong, Yeung, Bryan K. S., Keller, Thomas H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268731/
https://www.ncbi.nlm.nih.gov/pubmed/22922283
http://dx.doi.org/10.3390/molecules170910131
Descripción
Sumario:During the synthesis of the new antimalarial drug candidate NITD609, a high degree of diastereoselectivity was observed in the Pictet-Spengler reaction. By isolating both the 4E and 4Z imine intermediates, a systematic mechanistic study of the reaction under both kinetic and thermodynamic conditions was conducted. This study provides insight into the source of the diastereoselectivity for this important class of compounds.

Ejemplares similares