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Hydroboration–oxidation reaction
In organic chemistry, the hydroboration–oxidation reaction is a two-step organic reaction that converts an alkene into a neutral alcohol by the net addition of water across the double bond. The hydrogen and hydroxyl group are added in a syn addition leading to ''cis'' stereochemistry. Hydroboration–oxidation is an anti-Markovnikov reaction, with the hydroxyl group attaching to the less-substituted carbon. The reaction was first reported by Herbert C. Brown in the late 1950s and it was recognized in his receiving the Nobel Prize in Chemistry in 1979.
The general form of the reaction is as follows:
Tetrahydrofuran (THF) is the archetypal solvent used for hydroborations.
==Mechanism and scope==
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