Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 12, Issue 6, Pages 1677-1693Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200501088
Keywords
alkynes; cyclization; gold; iron; rearrangement
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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 Pd-II, Hg-II, or Rh-I catalysts.
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