The bicyclo [3.1.0] hexane ring system, highlighted in compound 3, is found in several natural products, including sabinene, a compound partially responsible for the flavor of ground black pepper. One method for preparing this ring system involves the conversion of compound 1 to compound 2, as shown below. Draw the structure of compound 2 and provide a reasonable mechanism for its formation.
What are the most likely steps in the mechanism to form product 2?
a. protonate, protonate, nucleophilic attack, nucleophilic attack
b. Nucleophilic attack, protonate, protonate, nucleophilic attack
c. Nucleophilic attack, protonate, nucleophilic attack, protonate
d. Protonate, nucleophilic attack, protonate, nucleophilic attack
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