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. 2013 Feb 1;15(3):476-9.
doi: 10.1021/ol303263q. Epub 2013 Jan 23.

Rapid and stereoselective synthesis of spirocyclic ethers via the intramolecular Piancatelli rearrangement

Leoni I Palmer  1 , Javier Read de Alaniz
Affiliations

Rapid and stereoselective synthesis of spirocyclic ethers via the intramolecular Piancatelli rearrangement

Leoni I Palmer et al. Org Lett. .

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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