A powerful synergistic effect for highly efficient diastereo- and enantioselective phase-transfer catalyzed conjugate additions.
An efficient, catalytic, diastereo- and enantioselective conjugate addition of N-(diphenylmethylene)glycine tert-butyl ester to β-aryl substituted enones was realized in the presence of 1 mol% of newly desired dinuclear N-spiro-ammonium salts, affording functionalized α-amino acid derivatives in 57-98% yields with high diastereoselectivity (up to 99:1 dr) and enantioselectivity (up to 96.5:3.5 er).
Department of Chemistry, Tianjin University, Tianjin 300072, China.
Ming-Qing
MQ
Hua
Lian
L
Wang
Han-Feng
HF
Cui
Jing
J
Nie
Xiao-Ling
XL
Zhang
Jun-An
JA
Ma
D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000596:Amino Acids; D000644:Quaternary Ammonium Compounds; C042193:glycine tert-butyl ester; D005998:Glycine