Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2010, Issue 2, Pages 311-316Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200901010
Keywords
Allenes; Cycloisomerization; Gold; Homogeneous catalysis; Oxygen heterocycles
Categories
Funding
- Deutsche Forschungsgemeinschaft (DFG)
- European Community
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The stereoselective gold-catalyzed 6-endo cyclization. of various beta-hydroxyallenes in the presence of N-iodosuccinimide affords iodinated dihydropyrans in good yield. Subsequent functionalization by palladium-catalyzed cross coupling opens an access to alpha-hydroxyallenes that are converted in a second gold-catalyzed cyclization into furopyrans which occur in various natural products.
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