AI Article Synopsis
- A new method is presented for converting alkan-1-ols into 2-chloroalkan-1-ols in a single step.
- The process has practical uses, enabling the transformation of terpene-based primary alcohols into fragrant compounds like olfactory lactones and pheromones.
- A specific substrate, heptane-1,7-diol, was used to create a bis-epoxide with good yield and high selectivity through a unique bidirectional synthesis.
Article Abstract
A one-pot transformation of alkan-1-ols into 2-chloroalkan-1-ols is described. As a practical application, terpene-derived primary alcohols were converted into semiochemicals such as olfactory lactones (aerangis lactone, whisky lactone, and cognac lactone) and pheromones (cruentol and ferrugineol). Using heptane-1,7-diol as a bifunctional substrate, the corresponding bis-epoxide was synthesized by bidirectional synthesis in good yield and high enantioselectivity.
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| http://dx.doi.org/10.1021/jo402422b | DOI Listing |
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