Flexible Tetrahydropyran Synthesis from Homopropargylic Alcohols Using Sequential Pd–Au Catalysis

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• 作者：Jungjoon Kim ; Wook Jeong ; Young Ho Rhee
• 刊名：Organic Letters
• 出版年：2017
• 出版时间：January 6, 2017
• 年：2017
• 卷：19
• 期：1
• 页码：242-245
• 全文大小：409K
• ISSN：1523-7052

文摘

A flexible synthetic method toward highly substituted tetrahydropyran is reported. The key transformation involves atom-efficient sequential metal catalysis consisting of Pd-catalyzed addition of homopropargylic alcohols to alkoxyallene and the subsequent gold(I)-catalyzed cycloisomerization. Notably, this method gives access to both 2,6-cis- and 2,6-trans-tetrahydropyrans possessing diverse substitution patterns.