Rhodium-catalyzed stereoselective amination of thioethers with N-mesyloxycarbamates: DMAP and bis(DMAP)CH(2)Cl(2) as key additives

Autor:	Johan Bartholoméüs, Henri Piras, Hélène Lebel
Rok vydání:	2014
Předmět:	Chemistry High selectivity Enantioselective synthesis Diastereomer chemistry.chemical_element General Chemistry Crystal structure General Medicine Medicinal chemistry Catalysis Rhodium Organic chemistry Stereoselectivity Amination
Zdroj:	Angewandte Chemie (International ed. in English). 53(28)
ISSN:	1521-3773
Popis:	A stereoselective Rh-catalyzed intermolecular amination of thioethers using a readily available chiral N-mesyloxycarbamate to produce sulfilimines in excellent yields and diastereomeric ratio is described. A catalytic mixture of 4-dimethylaminopyridine (DMAP) and bis(DMAP)CH2 Cl2 proved pivotal in achieving high selectivity. The X-ray crystal structure of the (DMAP)2 ⋅[Rh2 {(S)-nttl}4 ] complex was obtained and mechanistic studies suggested a Rh(II) -Rh(III) complex as the catalytically active species.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::98e32bad0ab18049ef89a225370d1101 https://pubmed.ncbi.nlm.nih.gov/24888544 Zobrazit plný text záznamu Plný text