Although alkylation of 4-t-butylcyclohexanone in tetrahydrofuran and diethyl ether using Me2Zn, Me2Cd, Me2Mg, MeMgX (where X = F, Cl, Br), and Me3Al produces predominantly the cis-alcohol (ca. 75% in tetrahydrofuran), alkylation using Me3Al in benzene at a Me3Al: ketone ratio of 2:1 or greater produces predominantly (ca. 90%) the trans-alcohol.
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