title: 5-Mercaptotetrazoles as synthetic equivalents of nitrogen-containing functional groups. The case of the organocatalytic enantioselective aza-Michael reaction.
abstract: 5-Mercaptotetrazoles have been identified as useful and versatile Michael donors in enantioselective amine-catalyzed aza-Michael reactions with α,β-unsaturated aldehydes, showing excellent behavior as N-nucleophiles instead of their usual trend to react as S-nucleophiles. In addition several unprecedented chemical modifications on the tetrazolothione moiety have been carried out leading to the enantioselective preparation of different compounds incorporating nitrogen-containing functionalities such as oxazinimines, formamidines, ureas and isoureas.
authors.affiliation: Departmento de Química Orgánica II, Facultad de Ciencia y Tecnología, Universidad del País Vasco/Euskal Herriko Unibertsitatea, P.O. Box 644, E-48080 Bilbao, Spain.
authors.forename: Uxue
authors.initials: U
authors.lastname: Uria
authors.forename: Efraím
authors.initials: E
authors.lastname: Reyes
authors.forename: Jose L
authors.initials: JL
authors.lastname: Vicario
authors.forename: Dolores
authors.initials: D
authors.lastname: Badía
authors.forename: Luisa
authors.initials: L
authors.lastname: Carrillo