P(NMe2)3 mediated cyclopropanation of α-methylene-β-lactams for rapid syntheses of spirocyclopropyl β-lactams

Autor:	Hua Xiao, Ban-Feng Ruan, Shilu Fan, Hui-Xia Zhu, Liu Wei, Si-Qin Luo, Tao Wei
Rok vydání:	2020
Předmět:	chemistry.chemical_compound chemistry Cyclopropanation Stereochemistry Organic Chemistry β lactams Rapid access Physical and Theoretical Chemistry Chemoselectivity Methylene Biochemistry
Zdroj:	Organic & Biomolecular Chemistry. 18:4599-4603
ISSN:	1477-0539 1477-0520
DOI:	10.1039/d0ob00826e
Popis:	An expedient cyclopropanation of α-methylene-β-lactams with α-ketoesters mediated by P(NMe2)3 has been developed. This reaction enables rapid access to a series of functionalized spirocyclopropyl β-lactams in good yields from bench-stable starting materials under mild conditions. The experimental results indicated that the C3-substituent of the α-methylene-β-lactam not only significantly impacted the reaction efficiency and stereochemistry but also played a pivotal role in determining the chemoselectivity of the reaction.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5024038fbc23cd6753f4f76f482dad29 https://doi.org/10.1039/d0ob00826e Zobrazit plný text záznamu