Gold(I)-catalyzed [2 + 2 + 2] cycloaddition of allenamides, alkenes and aldehydes: a straightforward approach to tetrahydropyrans

Allenamides participate as two-carbon components in an intermolecular [2 + 2 + 2] cycloaddition with alkenes and aldehydes when treated with catalytic amounts of a phosphite gold complex. The reaction is highly regio- and chemoselective, and works with different types of alkenes, including styrenes,...

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Detalles Bibliográficos
Autores: Faustino, Hélio, Varela Sandá, Iván, Mascareñas Cid, José Luis, López García, Fernando
Tipo de recurso: artículo
Fecha de publicación:2015
País:España
Institución:Universidad de Santiago de Compostela (USC)
Repositorio:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
Idioma:inglés
OAI Identifier:oai:minerva.usc.gal:10347/13247
Acceso en línea:http://hdl.handle.net/10347/13247
Access Level:acceso abierto
Palabra clave:Materias::Investigación::23 Química::2302 Bioquímica
Descripción
Sumario:Allenamides participate as two-carbon components in an intermolecular [2 + 2 + 2] cycloaddition with alkenes and aldehydes when treated with catalytic amounts of a phosphite gold complex. The reaction is highly regio- and chemoselective, and works with different types of alkenes, including styrenes, enolethers or enamides, as well as with aromatic and aliphatic aldehydes. Accordingly, different types of 2,6- disubstituted tetrahydropyrans can be stereoselectively assembled in a single step from commercial or very accessible starting materials