Enantioselective butylation of aliphatic aldehydes by mixed chiral lithium amide/n-BuLi dimers |
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| Affiliation: | 1. Department of Chemistry, Chemistry Institute for Functional Materials, Pusan National University, Busan 609-735, Republic of Korea;2. Department of Chemistry, Madanapalle Institute of Technology & Science, Madanapalle, Chittoor 517 325, Andhra Pradesh, India |
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| Abstract: | The enantioselective butylation of aliphatic aldehydes with mixtures of n-butyllithium and chiral lithium amides in a diethyl ether–dimethoxymethane solvent mixture is described. Enantiomeric excesses ranging from 91 to 98.5% were observed for several aliphatic alcohols. The asymmetric butylation of the prochiral aldehydes proceeds much faster by the mixed lithium amide/n-BuLi complexes than by tetrameric n-BuLi. |
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