1.
Chemistry
; 25(12): 3005-3009, 2019 Feb 26.
Artículo
en Inglés
| MEDLINE
| ID: mdl-30609181
RESUMEN
Cyclodipeptide 2,5-diketopiperazines (DKP) are privileged structural units present in drugs and natural alkaloids. This work reports a new method for the synthesis of biologically important DKP scaffolds based on an intramolecular nucleophilic α-addition of general amides towards an alkynamide system. The utility of this umpolung cyclization mediated by trimethyl phosphine and l-glutamic acid is highlighted by its application to the concise total syntheses of 6-methoxyspirotryprostatinâ B (the first total synthesis), spirotryprostatinâ A, and spirotryprostatinâ B.