Asymmetric reduction of aminoketones with borane and chiral oxazaborolidine catalyst

✍ Scribed by Ya-Wen Zhang; Zong-Xuan Shen; Hong-Bing Qin; Yong-Hua Li; Kai-Bei Yu

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 356 KB
• Volume: 19
• Category: Article
• ISSN: 0256-7660
• DOI: 10.1002/cjoc.20010191121

✦ Synopsis

Abstract

A group of α‐ and β‐N, N‐dialkyl amino ketones were reduced enantioselectively by 2 moles of borane‐tetrahydrofuran in the presence of 10 mol% of the in‐situ formed chiral oxazaborolidine, followed by diluted hydrochloric acid. The resulting amino alcohol‐borane complexes were treated with hydrogen chloride‐glycol‐methanol to give the optically active amino alcohol with the ee up to 99%.