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.
2006
262
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11581/113423
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