Total synthesis of (−)-depyranoversicolamide B

Autor: Lin-Feng Deng, Tao Xiao, Da-Wei Zhang, Yabo Wang, Wen-Fang Qin, Yong Qin
Rok vydání: 2015
Předmět:
Zdroj: Chemical Communications. 51:16143-16146
ISSN: 1364-548X
1359-7345
DOI: 10.1039/c5cc05877e
Popis: Starting from easily prepared (R)-C3-isoprenylated pyrroloindoline, the C3-isoprenylated indolyl diketopiperazine is prepared by an efficient reductive opening of the pyrrolo ring, and undergoes biomimetic Diels-Alder reaction to generate an anti-adduct as a sole stereoisomer. Oxidation of the indoline moiety to oxindole completes the synthesis of (-)-depyranoversicolamide B.
Databáze: OpenAIRE