B, y-Unsaturated steroidal ketones represented by the partial structure shown be

Question

B, y-Unsaturated steroidal ketones represented by the partial structure shown below are readily converted in acid to their a,?-unsaturated isomer. the tructure shown below ae readily converted n cid to What is the mechanism for this reaction? Select one: O a. Aromatic nucleophilic substitution S Ar b, Elimination reaction E2 c. Nucleophilic addition to the double bond followed by SN2 substitution d. Reduction reaction followed by oxidation reaction e. Nucleophilic addition to the double bond followed by E2 elimination O f. Electrophilic addition to the double bond followed by E1 elimination

Explanation / Answer

Option F

Initially proton will add to Gama double bonded carbon and forms tertiary carbocation followed by elimination of proton from alpha carbon by E1 mechanism to form double bond.

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