A One-Pot Approach to 2-Substituted-2-(Dimethoxyphosphoryl)-Pyrrolidines from Substituted tert-Butyl 4-Oxobutylcarbamates and Trimethyl Phosphite

Autor:	Chang-Mei Si, Jia-Ming Guo, Wen-Ke Xu, Zhao-Dan Chen, Ling Chen, Bang-Guo Wei, Guo-Qiang Lin
Rok vydání:	2021
Předmět:	Reaction conditions Tert butyl chemistry.chemical_compound Chemistry Organic Chemistry Trimethyl phosphite Intramolecular cyclization Lewis acids and bases Medicinal chemistry
Zdroj:	The Journal of Organic Chemistry. 86:11442-11455
ISSN:	1520-6904 0022-3263
Popis:	A novel approach to 2-substituted-2-(dimethoxyphosphoryl)-pyrrolidines 7a-7o and 9a-9r has been developed, which features a TMSOTf-mediated one-pot intramolecular cyclization and phosphonylation of substituted tert-butyl 4-oxobutylcarbamates. The major advantages of this method include simple operation under mild reaction conditions, the use of cheap Lewis acid, and good to excellent yields with high diastereoselectivities (dr up to 99:1).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::855e9b393dc418179b8a58a17a91c194 https://doi.org/10.1021/acs.joc.1c00935 Zobrazit plný text záznamu