Highly Enantioselective One-Pot, Three-Component Mannich-type Reaction Catalyzed by an N,N′-Dioxide–Scandium(III) Complex

✍ Scribed by Shikui Chen; Zongrui Hou; Yin Zhu; Jing Wang; Lili Lin; Xiaohua Liu; Xiaoming Feng

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 192 KB
• Volume: 15
• Category: Article
• ISSN: 0947-6539
• DOI: 10.1002/chem.200900392

✦ Synopsis

Abstract

Mild‐mannered Mannich reaction: Highly enantioselective one‐pot, three‐component Mannich‐type reaction of aldehydes, 2‐aminophenol, and ketene silyl acetal with 5 mol % of a C~2~‐symmetric N,N′‐dioxide‐based scandium(III) triflate (2:1) complex as the catalyst was achieved under mild conditions (see scheme), which facilitated the asymmetric synthesis of biologically interesting β‐amino esters.magnified image