Rapid, Mild, and Selective Ketone and Aldehyde Hydroboration/Reduction Mediated by a Simple Lanthanide Catalyst

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• 作者：Victoria L. Weidner ; Christopher J. Barger ; Massimiliano DelferroTracy L. Lohr ; Tobin J. Marks
• 刊名：ACS Catalysis
• 出版年：2017
• 出版时间：February 3, 2017
• 年：2017
• 卷：7
• 期：2
• 页码：1244-1247
• 全文大小：331K
• ISSN：2155-5435

文摘

Rapid, clean hydroboration of ketones and aldehydes with HBpin is achieved using the homoleptic rare-earth catalyst La[N(SiMe₃)₂]₃ (La^NTMS). The reaction employs low catalyst loadings (0.01–1 mol % La^NTMS), proceeds rapidly (>99% in 5 min) at 25 °C, and is moderately air-tolerant. Additionally, this hydroboration has good functional group compatibility, including halides, nitro groups, and nitriles, and is exclusively carbonyl-selective in the presence of alkenes and alkynes.