Au(I)-catalyzed tandem [3,3]-sigmatropic rearrangement–cycloisomerization cascade as a route to spirocyclic furans

Gold-catalyzed reaction of 1-(3-hydroxypropynyl)cycloalkanol derivatives was studied. The reaction profile was highly dependent on the ring size, migrating group, as well as reaction conditions. An efficient route to spirocyclic furans via tandem [3,3]-sigmatropic rearrangement–cycloisomerization is...

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Bibliographic Details
Published in:Tetrahedron letters 2007-07, Vol.48 (28), p.4817-4820
Main Authors: Yeom, Hyun-Suk, Yoon, Suk-Jae, Shin, Seunghoon
Format: Article
Language:English
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Summary:Gold-catalyzed reaction of 1-(3-hydroxypropynyl)cycloalkanol derivatives was studied. The reaction profile was highly dependent on the ring size, migrating group, as well as reaction conditions. An efficient route to spirocyclic furans via tandem [3,3]-sigmatropic rearrangement–cycloisomerization is reported. Gold-catalyzed reaction of 1-(3-hydroxypropynyl)cycloalkanol derivatives was studied. The reaction profile was highly dependent on the ring size, migrating group, as well as reaction conditions. An efficient route to spirocyclic furans via tandem [3,3]-sigmatropic rearrangement–cycloisomerization is reported.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2007.05.067