One-Pot Synthesis of Trisubstituted 1,2-Amino Alcohols from Deprotonated α-Amino Nitriles

✍ Scribed by Coralie Kison; Till Opatz

• Publisher: John Wiley and Sons
• Year: 2008
• Tongue: English
• Weight: 159 KB
• Volume: 2008
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200701205

✦ Synopsis

Abstract

A short synthesis of N,1,2‐trisubstituted vicinal amino alcohols by 1,2‐addition of deprotonated N‐monosubstituted α‐amino nitriles to aldehydes and subsequent one‐pot reduction of the intermediates with borane–THF is described. This procedure leads to the predominant formation of the anti‐configured products. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)