Preparative bioorganic chemistry, XV. Preparation of optically pure 2,4,4‐trimethyl‐2‐cyclohexen‐1‐ol, a new and versatile chiral building block in terpene synthesis

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Abstract
Enzymatic hydrolysis of (±)‐2,4,4‐trimethyl‐2‐cyclohexenyl acetate [(±)‐3] with pig liver esterase yielded (R)‐(+)‐2,4,4‐trimethyl‐2‐cyclohexen‐1‐ol [(R)‐2] and unchanged (S)‐(−)‐acetate (S)‐3. Enantiomerically pure (S)‐2 was converted into (R)‐dihydro‐α‐ionone (10).