A novel method for the direct, amine-catalyzed, highly enantioselective α-alkylation of aldehydes is described that is founded upon the use of electrondeficient allylic halides as alkylating agents and DABCO or DMAP as coadyuvant. Both experimental observations and DFT calculations, in support of a SN2′-type addition-elimination pathway involving ammonium salt intermediates, are provided.
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Gómez‐Bengoa et al. (2011) studied this question.
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