Synthesis and characterization of novel chiral derivatizing agents containing β-keto-anthracene adducts (KAAs) by 1H-NMR: aromatic influence and chiral alcohol absolute configuration determination?
Organic & Biomolecular Chemistry Pub Date: 2018-12-21 DOI: 10.1039/C8OB02662A
Abstract
New alternative chiral derivatizing agents, β-keto-anthracene adducts (KAAs), were accomplished and the influence of aromatic moieties at the α-carbon position for elucidation of the absolute configuration of chiral secondary alcohols via NMR was studied. The α-benzoyl substituted KAAs strongly enhance the anisotropic effect which produced greater ΔδRS values than other conventional reagents. We propose a simplified model to describe the conformations and to assign the absolute configuration in several chiral alcohol samples.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4