Gold(I)-catalyzed 6- endo hydroxycyclization of 7-substituted-1,6-enynes
2013; Beilstein Institute for the Advancement of Chemical Sciences; Volume: 9; Linguagem: Inglês
10.3762/bjoc.9.263
ISSN2195-951X
AutoresAna M. Sanjuán, Alberto Martínez‐Cuezva, Patricia García‐García, Manuel A. Fernández‐Rodríguez, Roberto Sanz,
Tópico(s)Catalytic Alkyne Reactions
ResumoThe cyclization of o-(alkynyl)-3-(methylbut-2-enyl)benzenes, 1,6-enynes having a condensed aromatic ring at C3-C4 positions, has been studied under the catalysis of cationic gold(I) complexes. The selective 6-endo-dig mode of cyclization observed for the 7-substituted substrates in the presence of water or methanol giving rise to hydroxy(methoxy)-functionalized dihydronaphthalene derivatives is highly remarkable in the context of the observed reaction pathways for the cycloisomerizations of 1,6-enynes bearing a trisubstituted olefin.
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