Lewis Acid Catalyzed Cyclization of Propargylic Alcohols with 2-Vinylphenol

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• 作者：Ya-Ping Han ; Xian-Rong Song ; Yi-Feng Qiu ; Xue-Song Li ; Heng-Rui Zhang ; Xin-Yu Zhu ; Xue-Yuan Liu ; Yong-Min Liang
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：August 5, 2016
• 年：2016
• 卷：18
• 期：15
• 页码：3866-3869
• 全文大小：373K
• 年卷期：0
• ISSN：1523-7052

文摘

An unprecedented Lewis acid catalyzed, protection-free, and high-efficiency synthesis of valuable 3,4-dihydro-2H-2,4-methanochromans via cycloaddition of propargylic alkynols with 2-vinylphenol is described. This cycloaddition protocol, which tolerates a wide variety of functional groups, provides practical, versatile, and atom-economical access to a new class of appealing bridged-ring products in satisfactory yields. Compared with the reported reaction conditions for bridged-ring skeletons synthesis, the present reaction conditions are neutral, mild, and without any additives.