Abstract
Direct hydroxymethylation of C=N double bonds including imines, nitrones, oximes, hydrazones and iminium salts is a less explored synthetic approach to 1,2-amino alcohols that provides good alternatives to the classical methods. The review deals with nucleophilic additions of organometallic hydroxymethyl reagents and lithiated alkoxyallenes to C=N double bonds. Reductive cross couplings between C=N double bonds and aldehydes or ketones are also discussed.
Keywords: Hydroxymethylation, 1, 2-amino alcohols, imines, nitrones, hydrazones, iminium, reductive cross-couplings.
Graphical Abstract
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