Benzoin as a photoremovable chiral auxiliary
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F09%3A00037366" target="_blank" >RIV/00216224:14310/09:00037366 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Alternative languages
Result language
angličtina
Original language name
Benzoin as a photoremovable chiral auxiliary
Original language description
Controlling the reaction stereochemistry is often achieved by using a chiral auxiliary which is covalently attached to the prochiral substrate before chirality relay is performed. These groups are optically active compounds or units that are temporarilyincorporated to be utilized in the selective formation of one of the enantiomers. Here photoremovable chiral auxiliary (PCA) represents a new strategy in the field of asymmetric organic synthesis, which offers a chiral auxiliary that can be photochemically removed under specific conditions. The benzoin group is known to be a good photoremovable protecting group for a variety of functionalities, such as carboxylates, hydroxyls, phosphates etc. Since benzoin contains a chiral center, we proposed and studied its derivatives as PCA. Enantiopure benzoin group is connected to a dienophile which reacts with a diene in the presence of various catalysts. The auxiliary is then removed upon irradiation giving the products exhibiting enantiomeric e
Czech name
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Czech description
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Classification
Type
D - Article in proceedings
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
<a href="/en/project/ME09021" target="_blank" >ME09021: New photoactivatable systems for biological studies</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2009
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Article name in the collection
238th American Chemical Society National Meeting & Exposition
ISBN
978-0-8412-0005-0
ISSN
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e-ISSN
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Number of pages
1
Pages from-to
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Publisher name
American Chemical Society
Place of publication
Washington, USA
Event location
Washington D.C., USA
Event date
Aug 16, 2009
Type of event by nationality
WRD - Celosvětová akce
UT code for WoS article
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