NMR determinations of the absolute configuration of alpha-chiral primary amines.
We have established a methodology to determine the absolute configuration of alpha-chiral primary amines by derivatization to the corresponding imines with each enantiomer of 2'-methoxy-1,1'-binaphthalene-8-carbaldehyde (1). This methodology proceeds on the basis of modified Mosher's method, and sufficiently large Deltadelta(R)(S) values can be obtained to elucidate the stereochemistry of the amines.
Fukui
Hiroki
H
Department of Chemistry and Biological Science, College of Science and Engineering, Aoyama Gakuin University, 5-10-1 Fuchinobe, Chuo-ku, Sagamihara Kanagawa 252-5258, Japan. hfukui@chem.aoyama.ac.jp
Fukushi
Yukiharu
Y
D000588:Amines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D015394:Molecular Structure; D013237:Stereoisomerism
D000588:Amines