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Hydroboration-Oxidation

In the overall hydroboration-Oxidation reaction, H2O is added to the double bond. The reaction is free from rearrangement (as it does not involve carbocation intermediate) and involves syn addition using anti-Markownikov’s rule overall.

With the reagent diborane, (BH3)2 or disubstituted borane (R2BH) alkenes undergo hydroboration to yield trialkyboranes, R3B, which oxidation gives alcohols. For example,

(i) hydroboration-oxidation

(ii) Chemistry Homework Help


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