Rapid and Stereoselective Synthesis of Spirocyclic Ethers via the Intramolecular Piancatelli Rearrangement

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• 作者：Leoni I. Palmer ; Javier Read de Alaniz
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：February 1, 2013
• 年：2013
• 卷：15
• 期：3
• 页码：476-479
• 全文大小：316K
• 年卷期：v.15,no.3(February 1, 2013)
• ISSN：1523-7052

文摘

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.