Gold(I)‐Catalyzed Cyclizations of 1,6‐Enynes: Alkoxycyclizations and exo/endo Skeletal Rearrangements
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- 2 February 2006
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 12 (6) , 1677-1693
- https://doi.org/10.1002/chem.200501088
Abstract
Gold(I) complexes are the most active catalysts for alkoxy‐ or hydroxycyclization and for skeletal rearrangement reactions of 1,6‐enynes. Intramolecular alkoxycyclizations also proceed efficiently in the presence of gold(I) catalysts. The first examples of the skeletal rearrangement of enynes by the endocyclic cyclization pathway are also documented. Iron(III) is also able to catalyze exo and endo skeletal rearrangements of 1,6‐enynes, although the scope of this transformation is more limited. The gold(I)‐catalyzed endocyclic cyclization proceeds by a mechanism different from those followed in the presence of PdII, HgII, or RhI catalysts.Keywords
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