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Learn about the steps involved in the biosynthesis of steroids, including carbocation addition to alkene and rearrangements. Analyze the conversion of squalene oxide to lanosterol through acid-catalyzed ring opening. Discover the role of carbocation rearrangements and p addition in this process.
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Which of the following is not a step in the mechanism of the given reaction?
Biosynthesis of Steroids “Biosynthesis” of steroids involves both addition of carbocation to alkene (as seen in cationic polymerization) and carbocation rearrangements. (The next 10 slides show the mechanistic steps in the conversion of squalene oxide to lanosterol and asks what types of reactions are occurring.)
Starting with squalene oxide and ending lanosterol, • How many mechanistic steps involve carbocation rearrangements? • How many mechanistic steps involve p addition to a carbocation?