Direct catalytic asymmetric synthesis of N-heterocycles from commodity acid chlorides by employing α,β-unsaturated acylammonium salts

Autor:	Daniel Romo, Khoi N. Van, Sreekumar Vellalath
Rok vydání:	2013
Předmět:	biology Chemistry Enantioselective synthesis Cinchona General Chemistry General Medicine biology.organism_classification Catalysis Nucleophile Organocatalysis Organic chemistry Reactivity (chemistry) Pyrrolidinones
Zdroj:	Angewandte Chemie (International ed. in English). 52(51)
ISSN:	1521-3773
Popis:	Taming the beast, asymmetrically: Modulation of the reactivity of acid chlorides, using cinchona alkaloid catalysts, results in chiral α,β-unsaturated acylammoniums, which react with nucleophiles enantioselectively to give pyrrolidinones, piperid-2-ones, and dihydropyridinones. This nucleophile-catalyzed Michael/proton transfer/lactamization or lactonization organocascade leads to chiral intermediates previously employed for the synthesis of bioactive pharmaceuticals.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3423b6625c43f4265ecc2119606090c8 https://pubmed.ncbi.nlm.nih.gov/24173690 Zobrazit plný text záznamu Plný text