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N-Arylcarbonylpseudoprolines as Tunable Chiral Derivatizing Agents for the Determination of the Absolute Configuration of Secondary Alcohols

Authors
Han, So-YeongChoi, Kihang
Issue Date
6월-2011
Publisher
WILEY-V C H VERLAG GMBH
Keywords
Configuration determination; Chirality; Conformation analysis
Citation
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2011, no.16, pp.2920 - 2923
Indexed
SCIE
SCOPUS
Journal Title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume
2011
Number
16
Start Page
2920
End Page
2923
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/134230
DOI
10.1002/ejoc.201100209
ISSN
1434-193X
Abstract
New chiral derivatizing agents, 3-arylcarbonyl-2,2-dimethyloxazolidine-4-carboxylic acids (N-arylcarbonylpseudoprolines), were prepared through a simple, short-step synthesis. The absolute configuration of secondary alcohols can be assigned on the basis of the NMR spectroscopic chemical shift difference between diastereomeric pseudoproline esters. Preparation of more efficient agents was achieved simply by using aromatic groups with stronger anisotropic effect.
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