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Reductions of 4-alkoxy(or silyloxy)cyclohexanones with LiAlH4, AlH(i-Bu)2, and Li(s-Bu)3BH afforded the corresponding cis alcohols in 73–80% selectivities. Similar reduction of 4-benzyloxy- and 4-t-butyldiphenylsilyloxy-cyclohexanones with AlH(i-Bu)2 in the presence of EtAlCl2 gave trans alcohol (93% selectivity) from the former and cis alcohol (94% selectivity) from the latter, respectively.
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Nagao et al. (1990) studied this question.
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