1031727-28-2Relevant academic research and scientific papers
Total Synthesis of Spirotryprostatins through Organomediated Intramolecular Umpolung Cyclization
Xi, Yong-Kai,Zhang, Hongbin,Li, Rui-Xi,Kang, Shi-Yuan,Li, Jin,Li, Yan
, p. 3005 - 3009 (2019)
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-methoxyspirotryprostatin B (the first total synthesis), spirotryprostatin A, and spirotryprostatin B.
