Iridium-Catalyzed Asymmetric Hydrogenation of Heteroaromatics Bearing a Hydroxyl Group, 3-Hydroxypyridinium Salts

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• 作者：Wen-Xue Huang ; Chang-Bin Yu ; Yue Ji ; Lian-Jin Liu ; Yong-Gui Zhou
• 刊名：ACS Catalysis
• 出版年：2016
• 出版时间：April 1, 2016
• 年：2016
• 卷：6
• 期：4
• 页码：2368-2371
• 全文大小：341K
• ISSN：2155-5435

文摘

A highly enantioselective hydrogenation of heteroaromatics bearing a hydroxyl group, 3-hydroxypyridinium salts, has been successfully developed using chiral iridium catalyst, providing a direct access to trans 6-substituted piperidin-3-ols with up to 95% ee. Swern oxidation of the hydrogenation products affords chiral 6-substituted piperidin-3-ones, which are easily reduced to cis 6-substituted piperidin-3-ols using K-selectride.