Ontology highlight
ABSTRACT:
SUBMITTER: Maisto SK
PROVIDER: S-EPMC7464856 | biostudies-literature | 2020 Jul
REPOSITORIES: biostudies-literature
Maisto Susanna K SK Leersnyder Angela P AP Pudner Gwyneth L GL Scheerer Jonathan R JR
The Journal of organic chemistry 20200630 14
This study reveals an alternative sequence for the synthesis of compounds that contain the pyrrolodiketopiperazine structural motif. Starting with a diketopiperazine precursor, a mild aldol condensation precedes pyrrole annulation and bicyclic ring fusion. The derived intermediate aldol condensation products, which bear either a protected carbonyl or a functionalized alkyne, can be cyclized to the pyrrolodiketopiperazine by protic or gold Lewis acid catalysis. ...[more]