1033599-29-9Relevant academic research and scientific papers
Using a combination of magnetic anisotropic effects for the configurational assignment of amino alcohols
Leiro, Victoria,Seco, Jose Manuel,Quinoa, Emilio,Riguera, Ricardo
experimental part, p. 2106 - 2112 (2011/04/16)
The combined magnetic anisotropic effects generated by two auxiliary moieties of 2-methoxy-2-phenyl-acetic acid (MPA), introduced on two families of terminal 1, 2-amino alcohols (prim/sec and sec/prim), determine the signs of the δσRS parameters-the differences in chemical shifts between the bis-(R)-MPA and the bis-(S)-MPA esters-of the hydrogen atoms placed at both sides of the stereogenic carbon atoms, thereby allowing the determination of the absolute configuration of those heterobifunctional compounds. Theoretical (AM1, B3LYP) and experimental (CD, 3J, low-temperature NMR spectroscopy, isotopic labeling) studies, together with testing with a number of representative compounds, permit one to establish the foundations of this methodology.
Cross interaction between auxiliaries: The chirality of amino alcohols by NMR
Leiro, Victoria,Seco, Jose Manuel,Quinoa, Emilio,Riguera, Ricardo
supporting information; experimental part, p. 2729 - 2732 (2009/05/27)
(Chemical Equation Presented) The absolute configuration of sec/prim- and prim/sec-1,2-amino alcohols is determined by comparison of the 1H NMR chemical shifts of the auxiliary OMe or CαH groups at the corresponding bis-(R) and bis-(S)-MPA deri
