Abstract
The lithium aluminium hydride – aluminium chloride reductive cleavage of norcamphor ethylene ketal yields 2-(2-endo-norbornyloxy)ethanol in ≥98% yield, whereas the similar reduction of camphor ethylene ketal gives 2-(2-isobornyloxy)ethanol in 78% yield and 2-(2-bornyloxy)ethanol in 22% yield. These are the products arising from steric approach control.
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