Rapid and stereoselective synthesis of spirocyclic ethers via the intramolecular Piancatelli rearrangement
- PMID: 23343463
- DOI: 10.1021/ol303263q
Rapid and stereoselective synthesis of spirocyclic ethers via the intramolecular Piancatelli rearrangement
Abstract
The first example of a Piancatelli rearrangement of alcohols is demonstrated utilizing dysprosium(III) triflate as a catalyst to access oxaspirocycles in a highly diastereoselective manner. The cascade reaction constructs the spirocyclic ether ring system and the tertiary stereocenter in a single operation and is experimentally easy to perform.
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