Question

predict the major products of the following reactions

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Predict the major products of the following reactions. Include stereochemistry where applicable.

(a) 1-methylcycloheptene + BH3 · THF, then H2O2, OH

(b) trans-4,4-dimethylpent-2-ene + BH3 · THF, then H2O2, OH

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Answer #1

(a)

1-methylcycloheptene undergoes hydroboration in presence of to form alkyl boranes.

The alkyl borane undergoes oxidation in presence of to form an alcohol.

(b)

Trans-4,4-dimethylpent-2-ene undergoes hydroboration in presence of and followed by oxidation in presence of to form an alcohol as product.

Due to the unsymmetrical nature of trans-4,4-dimethylpent-2-ene, two products are formed on hydroboration and followed by oxidation.

(c)

Bicyclic alkene undergoes hydroboration in presence of and followed by oxidation in presence of to form an alcohol as product.

The reaction is shown below:

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