Diastereo- and enantioselective synthesis of alpha,gamma-diaminobutyric acid derivatives via Cu-catalyzed asymmetric Michael reaction.
The first highly diastereo- and enantioselective catalytic asymmetric Michael addition of glycine derivatives to nitroalkenes have been developed. The enantioselectivity of ortho-substituted products can be significantly improved by using a new 1,2-P,N-ferrocene ligand L5. The alpha,gamma-diaminoacid derivative was obtained without the loss of optical activity from the adduct.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.
Qing
Q
Li
Chang-Hua
CH
Ding
Xue-Long
XL
Hou
Li-Xin
LX
Dai
D000613:Aminobutyrates / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D005296:Ferrous Compounds / Q000737:chemistry; D008024:Ligands; D000075163:Metallocenes; D013237:Stereoisomerism; D013379:Substrate Specificity
D000613:Aminobutyrates; D005296:Ferrous Compounds; D008024:Ligands; D000075163:Metallocenes; C005959:2,4-diaminobutyric acid; D003300:Copper; C004998:ferrocene