Parallel kinetic resolution of active esters using a quasi-enantiomeric combination of (R)-4-phenyl-oxazolidin-2-one and (S)-4,5,5-triphenyl-oxazolidin-2-one
Тип публикации: Journal Article
Дата публикации: 2008-10-18
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Краткое описание
The parallel kinetic resolution of a series of racemic pentafluorophenyl 2-(4-aryl/phenyl)-propionates and -butanoates using a quasi -enantiomeric combination of ( R )-4-phenyl-oxazolidin-2-one and ( S )-4,5,5-triphenyl-oxazolidin-2-one is discussed. The levels of diastereoselectivity were excellent (86–98% de) leading to separable quasi -enantiomeric oxazolidin-2-one adducts in good yield. This methodology was used to resolve 2-phenyl propionic acid.
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Coulbeck E., Eames J. Parallel kinetic resolution of active esters using a quasi-enantiomeric combination of (R)-4-phenyl-oxazolidin-2-one and (S)-4,5,5-triphenyl-oxazolidin-2-one // Tetrahedron Asymmetry. 2008. Vol. 19. No. 19. pp. 2223-2233.
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Coulbeck E., Eames J. Parallel kinetic resolution of active esters using a quasi-enantiomeric combination of (R)-4-phenyl-oxazolidin-2-one and (S)-4,5,5-triphenyl-oxazolidin-2-one // Tetrahedron Asymmetry. 2008. Vol. 19. No. 19. pp. 2223-2233.
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TY - JOUR
DO - 10.1016/j.tetasy.2008.09.012
UR - https://doi.org/10.1016/j.tetasy.2008.09.012
TI - Parallel kinetic resolution of active esters using a quasi-enantiomeric combination of (R)-4-phenyl-oxazolidin-2-one and (S)-4,5,5-triphenyl-oxazolidin-2-one
T2 - Tetrahedron Asymmetry
AU - Coulbeck, Elliot
AU - Eames, Jason
PY - 2008
DA - 2008/10/18
PB - Elsevier
SP - 2223-2233
IS - 19
VL - 19
SN - 0957-4166
SN - 1362-511X
ER -
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@article{2008_Coulbeck,
author = {Elliot Coulbeck and Jason Eames},
title = {Parallel kinetic resolution of active esters using a quasi-enantiomeric combination of (R)-4-phenyl-oxazolidin-2-one and (S)-4,5,5-triphenyl-oxazolidin-2-one},
journal = {Tetrahedron Asymmetry},
year = {2008},
volume = {19},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/j.tetasy.2008.09.012},
number = {19},
pages = {2223--2233},
doi = {10.1016/j.tetasy.2008.09.012}
}
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Coulbeck, Elliot, and Jason Eames. “Parallel kinetic resolution of active esters using a quasi-enantiomeric combination of (R)-4-phenyl-oxazolidin-2-one and (S)-4,5,5-triphenyl-oxazolidin-2-one.” Tetrahedron Asymmetry, vol. 19, no. 19, Oct. 2008, pp. 2223-2233. https://doi.org/10.1016/j.tetasy.2008.09.012.