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Hydroboration with Pyridine Borane at Room Temperature

Julia M. Clay and Edwin Vedejs*

*Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, Email:

J. M. Clay, E. Vedejs, J. Am. Chem. Soc., 2005, 127, 5766-5767.

DOI: 10.1021/ja043743j

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Activated pyridine borane complexes (Py·BH2X) are capable of hydroborating alkenes at room temperature. An unusual hydroboration mechanism is discussed. Hydroboration of alkynes with Py·BH2I selectively affords the monoadducts. The preparation of synthetically useful potassium alkyltrifluoroborate salts is described.

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Key Words

hydroboration, potassium alkyltrifluoroborates. ketones

ID: J48-Y2005-2300