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.
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-alpha,beta-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.
Shang
Deju
D
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.
Liu
Yanling
Y
Zhou
Xin
X
Liu
Xiaohua
X
Feng
Xiaoming
X
D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D005998:Glycine / Q000737:chemistry; D008352:Mannich Bases / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012545:Schiff Bases / Q000737:chemistry; D013237:Stereoisomerism
D008352:Mannich Bases; D009942:Organometallic Compounds; D012545:Schiff Bases; D003300:Copper; D005998:Glycine