A N,N′-Dioxide–Copper(II) Complex as an Efficient Catalyst for the Enantioselective and Diastereoselective Mannich-Type Reaction of Glycine Schiff Bases with Aldimines

✍ Scribed by Deju Shang; Yanling Liu; Xin Zhou; Xiaohua Liu; Xiaoming Feng

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 202 KB
• Volume: 15
• Category: Article
• ISSN: 0947-6539
• DOI: 10.1002/chem.200900118

✦ Synopsis

Abstract

Mild mannered! A highly diastereo‐ and enantioselective Mannich‐type reaction of glycine Schiff base 1 has been developed by using the N,N′‐dioxide L‐Cu^II^ complex as a catalyst. Various optically active __anti‐__α,β‐diamino acid esters were obtained in good yields with up to 96:4 d.r. and 97 % ee. This straightforward method features a low catalyst loading and mild reaction conditions.magnified image