The asymmetric Henry reaction as synthetic tool for the preparation of the drugs linezolid and rivaroxaban
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F22%3A39918914" target="_blank" >RIV/00216275:25310/22:39918914 - isvavai.cz</a>
Result on the web
<a href="https://www.beilstein-journals.org/bjoc/articles/18/46" target="_blank" >https://www.beilstein-journals.org/bjoc/articles/18/46</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.3762/bjoc.18.46" target="_blank" >10.3762/bjoc.18.46</a>
Alternative languages
Result language
angličtina
Original language name
The asymmetric Henry reaction as synthetic tool for the preparation of the drugs linezolid and rivaroxaban
Original language description
The human drugs - the antibiotic linezolid (1) and the anticoagulant rivaroxaban (2) - belong among modern pharmaceutics, which contain an oxazolidine-2-one moiety bearing a stereogenic center. The chirality of these drugs is a fundamental attribute for their biological activity. Herein, one of the efficient asymmetric syntheses of these drugs was studied in detail. Highly enantioselective catalysts were tested in the key step of the synthetic procedure, i.e., the asymmetric Henry reaction, under different reaction conditions, using several starting aldehydes. The corresponding nitroaldols as chiral intermediates in the syntheses of these drugs were obtained in high yields and enantiomeric excesses of up to 91% ee.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
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Continuities
S - Specificky vyzkum na vysokych skolach
Others
Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Beilstein Journal of Organic Chemistry
ISSN
1860-5397
e-ISSN
1860-5397
Volume of the periodical
18
Issue of the periodical within the volume
April
Country of publishing house
DE - GERMANY
Number of pages
8
Pages from-to
438-445
UT code for WoS article
000789032900001
EID of the result in the Scopus database
2-s2.0-85129979243