ADDITION OF ORGANOMETALLIC REAGENTS TO CHIRAL (Z)-1,3-DIPHENYL-3-(2-PHENYLIMIDAZO[1,2-a]PYRIDIN-3-YL)

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F03%3A00008259" target="_blank" >RIV/60461373:22310/03:00008259 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
ADDITION OF ORGANOMETALLIC REAGENTS TO CHIRAL (Z)-1,3-DIPHENYL-3-(2-PHENYLIMIDAZO[1,2-a]PYRIDIN-3-YL)
Original language description
(Z)-1,3-diphenyl-3-(2-phenylimidazo[1,2-a]pyridin-3-yl)prop-2-en-1-on (1) is quite easily accessible via ferricyanide oxidation of 2,4,6-triphenyl-1-(pyridin-2-yl)pyridinium perchlorate.Restricted rotation around carbon - carbon bond connecting the heteroaromatic ring with the propenone chain causes an axial chirality of compound (1). This was proved by 1H NMR measurement in the presence of a chiral shift reagent and by diastereoselective borohydride reduction of the prochiral carbonyl group some time ago. We wanted to determine the regioselectivity and diastereoselectivity of organometallic addition reaction to enone (1). Thus we carried out a series of experiments with selected organolithium as well as Grignard reagents in various solvents and obtained 1,2-addition product exclusively in all cases.
Czech name
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Czech description
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Publication year
2003
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Article name in the collection
10th Blue Danube Symposium on Heterocyclic Chemistry
ISBN
80-227-1938-2
ISSN
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e-ISSN
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Number of pages
1
Pages from-to
157
Publisher name
The Tenth Blue Danube Symposium on Heterocyclic Chemistry
Place of publication
Wien
Event location
Wien
Event date
Sep 3, 2003
Type of event by nationality
EUR - Evropská akce
UT code for WoS article
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