Diastereoselective Synthesis of (2R,4R)-2-Aryl-4-hydroxypyrrolidine: Preparation of the Side Chain of Novel Carbapenem

Autor:	Masaaki Hirose, Koji Yamada, Hajime Morishima, Shunji Sakuraba, Takashi Hashihayata, Hideaki Imamura, Yuichi Sugimoto, Hiroki Sakoh, Yasuhiro Goto
Rok vydání:	2001
Předmět:	Stereochemistry Aryl Enantioselective synthesis Stereoisomerism General Chemistry General Medicine Chemical synthesis Coupling reaction chemistry.chemical_compound Carbapenems chemistry Reagent Drug Discovery Lactam Stereoselectivity Derivative (chemistry)
Zdroj:	Chemical and Pharmaceutical Bulletin. 49:1500-1502
ISSN:	1347-5223 0009-2363
Popis:	Improved synthesis of the trans-3,5-disubstituted pyrrolidin-3-ylthio side-chain of the novel carbapenem 1 was achieved via stereoselective reduction of the 1-aryl-1-butanone derivative 5 and successive intramolecular cyclization of the resulting chiral alcohol 6. The 1-aryl-1-butanone derivative 5 was obtained by a coupling reaction of protected 4-hydroxy-2-pyrrolidone with aryl-Grignard reagent.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::959b710499bc1dee82dfebdc89c7fe43 https://doi.org/10.1248/cpb.49.1500 Zobrazit plný text záznamu