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Secondary alcohols (carbinols) react with primary alcohols in dioxane at 80 °C in the presence of a catalytic amount of RuCl 2 (PPh 3 ) 3 and KOH along with a sacrificial hydrogen acceptor to afford the corresponding coupled secondary alcohols. The reaction is applicable to a wide range of aryl methyl, alkyl methyl, and cyclic carbinols, and with alkyl methyl carbinols, the alkylation took place exclusively at the less-hindered methyl position over β-methylene and -methine.
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Cho et al. (2003) studied this question.
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