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Synthesis of ketones by derivatisation (hydration) of alkynes

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


Sodium perborate: a mild and convenient reagent for efficiently oxidizing organoboranes
G. W. Kabalka, T. M. Shoup, N. M. Goudgaon, J. Org. Chem., 1989, 5930-5933.


A ruthenium-catalyzed hydrative cyclization converts a range of 1,5-enynes bearing terminal alkyne and Michael acceptor moieties into cyclopentanone derivatives.
Y. Chen, D. M. Ho, C. Lee, J. Am. Chem. Soc., 2005, 127, 12184-12185.