The C2-symmetric (R,R)-di(α-methoxymethylbenzyl)amine 1, synthesized from (R)-phenylglycinol and α-methoxyacetophenone, yields a lithium amide 2 upon lithiation with nBuLi. In the solid state and in solution, 2 is present as a dimer. 4-tert-Butylcyclohexanone could be asymmetrically deprotonated with this lithium amide.
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Barr et al. (1989) studied this question.
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