N,N'-dioxide-Cu(OTf)(2) complex catalyzed highly enantioselective amination reaction of N-acetyl enamide.
The N,N'-dioxide-Cu(OTf)(2) complexes were applied in the asymmetric amination reaction of N-acetyl enamides with dialkyl azodicarboxylate, giving the corresponding products in good yields with high enantioselectivities (up to 91% ee). Precursors of vicinal diamine were readily obtained with excellent diastereoselectivities (>95:5) by NaBH(4) reduction.
Chang
Lu
L
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, People's Republic of China.
Kuang
Yulong
Y
Qin
Bo
B
Zhou
Xin
X
Liu
Xiaohua
X
Lin
Lili
L
Feng
Xiaoming
X
D000577:Amides / Q000737:chemistry*; D000586:Amination; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003959:Diamines / Q000138:chemical synthesis* / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D000577:Amides; D003959:Diamines; D008698:Mesylates; D003300:Copper; C012077:trifluoromethanesulfonic acid