4.0 Article

n-Butyllithium (1 mol %)-catalyzed Hydroboration of Aldehydes and Ketones with Pinacolborane

Journal

BULLETIN OF THE KOREAN CHEMICAL SOCIETY
Volume 40, Issue 1, Pages 34-38

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/bkcs.11635

Keywords

Catalyzed hydroboration; n-Butyllithium; Aldehydes and ketones; Pinacolborane

Funding

  1. National Research Foundation of Korea Grant - Korean Government [2017R1D1A1B03035412]
  2. National Research Foundation of Korea [2017R1D1A1B03035412] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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A practical and efficient protocol for the hydroboration of aldehydes and ketones using a pinacolborane and alkyl lithium system is demonstrated. A systematic evaluation showed that 1 mol % n-butyllithium afforded catalyzed hydroboration of aldehydes and ketones in a short reaction time under ambient conditions. Excellent yield, functional group tolerance, short reaction time, low catalyst loading, and gram-scale synthesis are the salient features of the proposed protocol.

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