An efficient lactamisation/N-acyliminium Pictet–Spengler domino strategy for the diasteroselective synthesis of polyhydroxylated quinoxalinone, β-carboline and quinazolinone derivatives

B. Subba Reddy , B. Reddy , P. Reddy (1) , A. Siriwardena (2)

1 IFCWS - Indo-French Cell for Water Sciences
2 LG2A - Laboratoire de Glycochimie, des Antimicrobiens et des Agro-ressources - UMR CNRS 7378

A novel Pictet–Spengler cascade sequence has been developed. It involves a lactamisation/ N -acyliminium key step and gives a diverse set of sugar-derived fused polycyclic heterocycles diastereoselectively and efficiently.

Domaines: Chimie

B. Subba Reddy, B. Reddy, P. Reddy, A. Siriwardena. An efficient lactamisation/N-acyliminium Pictet–Spengler domino strategy for the diasteroselective synthesis of polyhydroxylated quinoxalinone, β-carboline and quinazolinone derivatives. Organic & Biomolecular Chemistry, 2016, 14 (18), pp.4276-4282. ⟨10.1039/C6OB00250A⟩. ⟨hal-03834334⟩