Diastereoselective and catalytic α-alkylation of chiral N-acyl thiazolidinethiones with stable carbocationic salts

Direct nickel-catalyzed alkylation of chiral N-acyl-4-isopropyl-1,3-thiazolidine-2-thiones using a commercially available nickel(II) complex, (Me3P)2NiCl2, has been developed for tropylium and trityl tetrafluoroborate salts. The reaction provides a single diastereomer of the corresponding adducts in...

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Detalhes bibliográficos
Autores: Kennington, Stuart C. D., Ferré, Laura, Romo Fernández, Juan Manuel, Romea, Pedro, Urpí Tubella, Fèlix, Font Bardia, Ma. Mercedes
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2017
País:España
Recursos:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/129477
Acesso em linha:https://hdl.handle.net/2445/129477
Access Level:acceso abierto
Palavra-chave:Catàlisi
Níquel
Quiralitat
Catalysis
Nickel
Chirality
Descrição
Resumo:Direct nickel-catalyzed alkylation of chiral N-acyl-4-isopropyl-1,3-thiazolidine-2-thiones using a commercially available nickel(II) complex, (Me3P)2NiCl2, has been developed for tropylium and trityl tetrafluoroborate salts. The reaction provides a single diastereomer of the corresponding adducts in good to high yields, which, in turn, can be easily converted into a wide array of enantiomerically pure compounds that are difficult to obtain by other asymmetric procedures.