Compound A, C₉H₁₇N, Is an Optically Inactive Alkaloid, Containing a Tertiary

question 4

Essay

Compound A, C₉H₁₇N, is an optically inactive alkaloid, containing a tertiary amine that is not located at the bridgehead of the structures fused bicyclic ring system. Exhaustive alkylation of A with methyl iodide, followed by a Hofmann elimination reaction resulted in a racemic mixture of chiral tertiary amine products B, C₁₀H₁₉N. Provide a structure for A and one of the enantiomeric products B.

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