Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes

Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes

The 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 w...

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Bibliographic Details
Main Authors: Ana M. Sanjuán, Alberto Martínez, Patricia García-García, Manuel A. Fernández-Rodríguez, Roberto Sanz
Format: Article
Language:English
Published: Beilstein-Institut 2013-10-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
catalysis
dihydronaphthalenes
gold
gold catalysis
hydroxycyclization
selectivity
Online Access:https://doi.org/10.3762/bjoc.9.263
Description
Summary:The 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.
ISSN:1860-5397

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