(Solution) - The structure of the bicyclic monoterpene borneol is shown Isoborneol -(2025 Original AI-Free Solution)

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The structure of the bicyclic monoterpene borneol is shown. Isoborneol, a stereoisomer of borneol, can be prepared in the laboratory by a two-step sequence. In the first step, borneol is oxidized to camphor by treatment with chromic acid. In the second step, camphor is reduced with sodium borohydride to a mixture of 85% isoborneol and 15% borneol. On the basis of these transformations, deduce structural formulas for isoborneol and camphor.
FIGURE 26.10
The biosynthetic conversion of squalene to cholesterol proceeds through lanosterol. Lanosterol is formed by a cyclization reaction of squalene-2,3-epoxide.
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