Enantioselective total synthesis of (+)-rubrobramide, (+)-talaramide A, and (−)-berkeleyamide D by a skeletal diversification strategy†,10.1039/D1CC04290D

热搜：

Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

Enantioselective total synthesis of (+)-rubrobramide, (+)-talaramide A, and (−)-berkeleyamide D by a skeletal diversification strategy†

Kosaku Tanaka, III,Hiroshi Kogen

Chemical Communications Pub Date : 08/30/2021 00:00:00 , DOI:10.1039/D1CC04290D

Abstract

A unified synthesis of (+)-rubrobramide, (+)-talaramide A, and (−)-berkeleyamide D was achieved from the vinylogous esters by a skeletal diversification strategy based on regioselective 5-exo or 6-endo cyclization. This report describes the first enantioselective total synthesis of (+)-rubrobramide and (+)-talaramide A. Additionally, synthetic spirocyclic lactam compounds, including (−)-berkeleyamide D, showed moderate inhibitory activity against amyloid-β aggregation for the potential treatment of Alzheimer's disease.