Tandem Ring-Closing Metathesis/Transfer Hydrogenation: Practical Chemoselective Hydrogenation of Alkenes

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• 作者：Timothy Connolly ; Zhongyu Wang ; Michael A. Walker ; Ivar M. McDonald ; Kevin M. Peese
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：September 5, 2014
• 年：2014
• 卷：16
• 期：17
• 页码：4444-4447
• 全文大小：284K
• ISSN：1523-7052

文摘

An operationally simple chemoselective transfer hydrogenation of alkenes using ruthenium metathesis catalysts is presented. Of great practicality, the transfer hydrogenation reagents can be added directly to a metathesis reaction and effect hydrogenation of the product alkene in a single pot at ambient temperature without the need to seal the vessel to prevent hydrogen gas escape. The reduction is applicable to a range of alkenes and can be performed in the presence of aryl halides and benzyl groups, a notable weakness of Pd-catalyzed hydrogenations. Scope and mechanistic considerations are presented.