γ-Amino alcohols 3 have been synthesized by the addition of organolithium reagents to β-enamino ketones 1 followed by one-pot reduction with sodium triacetoxyborohydride. The method allows the stereoselective synthesis of γ-amino alcohols in which the hydroxy group is bonded to a fully substituted carbon atom. The relative configuration of the chiral product was determined by 1H NMR spectroscopy.
One-pot addition/reduction procedure for the synthesis of gamma-amino alcohols from beta-enamino ketones
CIMARELLI, Cristina;PALMIERI, Gianni
2006-01-01
Abstract
γ-Amino alcohols 3 have been synthesized by the addition of organolithium reagents to β-enamino ketones 1 followed by one-pot reduction with sodium triacetoxyborohydride. The method allows the stereoselective synthesis of γ-amino alcohols in which the hydroxy group is bonded to a fully substituted carbon atom. The relative configuration of the chiral product was determined by 1H NMR spectroscopy.File in questo prodotto:
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