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One-Pot Addition/Reduction Procedure for the Synthesis of -Amino Alcohols from -Enamino Ketones

✍ Scribed by Cristina Cimarelli; Sandra Giuli; Gianni Palmieri

Publisher: John Wiley and Sons
Year: 2006
Tongue: English
Weight: 147 KB
Volume: 2006
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200500702

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✦ Synopsis

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 ^1^H NMR spectroscopy. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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