Cross interaction between auxiliaries: the chirality of amino alcohols by NMR.
The absolute configuration of sec/prim- and prim/sec-1,2-amino alcohols is determined by comparison of the (1)H NMR chemical shifts of the auxiliary OMe or CalphaH groups at the corresponding bis-( R) and bis-( S)-MPA derivatives. This is the first NMR method that allows the assignment of absolute configuration without resorting to the shifts of hydrogens at the substrate and is based on the cross anisotropic interactions between auxiliaries.
Leiro
Victoria
V
Departamento de Química Orgánica, Facultad de Química y Unidad de RMN de Biomoléculas Asociada al CSIC, Universidad de Santiago de Compostela, E-15782 Santiago de Compostela, Spain.
Seco
José Manuel
JM
Quiñoá
Emilio
E
Riguera
Ricardo
R
D000605:Amino Alcohols / Q000032:analysis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D000605:Amino Alcohols