| OTEVŘEL, Jan, David ŠVESTKA and Pavel BOBÁĽ. Bianthryl-based organocatalysts for the asymmetric Henry reaction of fluoroketones. ORGANIC & BIOMOLECULAR CHEMISTRY. CAMBRIDGE: ROYAL SOC CHEMISTRY, 2019, vol. 17, No 21, p. 5244-5248. ISSN 1477-0520. Available from: https://dx.doi.org/10.1039/c9ob00884e. |
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@article{1726933,
author = {Otevřel, Jan and Švestka, David and Bobáľ, Pavel},
article_location = {CAMBRIDGE},
article_number = {21},
doi = {http://dx.doi.org/10.1039/c9ob00884e},
keywords = {CATALYSTS; EFFICIENT; AMINES},
language = {eng},
issn = {1477-0520},
journal = {ORGANIC & BIOMOLECULAR CHEMISTRY},
title = {Bianthryl-based organocatalysts for the asymmetric Henry reaction of fluoroketones},
url = {https://pubs.rsc.org/en/content/articlelanding/2019/OB/C9OB00884E},
volume = {17},
year = {2019}
}
TY - JOUR
ID - 1726933
AU - Otevřel, Jan - Švestka, David - Bobáľ, Pavel
PY - 2019
TI - Bianthryl-based organocatalysts for the asymmetric Henry reaction of fluoroketones
JF - ORGANIC & BIOMOLECULAR CHEMISTRY
VL - 17
IS - 21
SP - 5244-5248
EP - 5244-5248
PB - ROYAL SOC CHEMISTRY
SN - 14770520
KW - CATALYSTS
KW - EFFICIENT
KW - AMINES
UR - https://pubs.rsc.org/en/content/articlelanding/2019/OB/C9OB00884E
N2 - We have developed a catalytic system based on bianthrylbis (thiourea) for the asymmetric Henry reaction of fluoroketones and nitroalkanes that resulted from the screening of a library containing 31 chiral non-racemic organocatalysts. The corresponding adducts were isolated in up to 6 times shorter reaction time in comparison with the previously published organocatalysts. High levels of stereocontrol have been generally observed, with measured product enantiomeric excesses up to 97% and diastereomeric ratio 3 : 2 (anti/syn). The above-mentioned catalysts have been successfully applied to the total asymmetric synthesis of CF3-tethered (S)-halostachines, which has proved that this method constitutes an easy entry to similar enantiopure compounds.
ER -
OTEVŘEL, Jan, David ŠVESTKA and Pavel BOBÁĽ. Bianthryl-based organocatalysts for the asymmetric Henry reaction of fluoroketones. \textit{ORGANIC \&{} BIOMOLECULAR CHEMISTRY}. CAMBRIDGE: ROYAL SOC CHEMISTRY, 2019, vol.~17, No~21, p.~5244-5248. ISSN~1477-0520. Available from: https://dx.doi.org/10.1039/c9ob00884e.
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