Efficient Synthesis of (–)-Hanishin, (–)-Longamide B, and (–)-Longamide B Methyl Ester through Piperazinone Formation from 1,2-Cyclic Sulfamidates

Autor:	Zenyu Shiokawa, Koichi Fukase, Shinsuke Inuki, Yukari Fujimoto
Rok vydání:	2015
Předmět:	Longamide B Stereochemistry Chemistry Organic Chemistry Longamide B methyl ester Enantioselective synthesis Total synthesis Pyrrolopiperazinone
Zdroj:	Synlett. 27:616-620
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-0035-1560988
Popis:	We describe a simple chiral-pool synthesis of (–)-longamide B, (–)-longamide B methyl ester, and (–)-hanishin. The key feature of the total synthesis is the formation of a piperazinone from a 1,2-cyclic sulfamidate and methyl 2-pyrrolecarboxylate, which permits efficient construction of the pyrrolopiperazinone core scaffold.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ada63c34e4221ac69b7f63618dd3754f https://doi.org/10.1055/s-0035-1560988 Zobrazit plný text záznamu