Direct aldol reaction of pyruvic derivatives : catalytic attempt to synthesize ulosonic acids

2012
journal article
article
14
dc.abstract.enThe catalytic asymmetric aldol reaction of pyruvic aldehyde dimethyl acetal and 2-acetylthiazole with sugar aldehydes is demonstrated to be the key step in the synthesis of 3-deoxy- 2-ulosonic acids. Efficient and stereoselective pyruvate aldol reactions are catalyzed by metal-based chiral Trost and Shibasaki catalysts. The presented synthetic methodology mimics aldolase-catalyzed reactions by direct activation of C 3 pyruvate equivalents with the use of metal-based chiral cata- lysts en route to the synthesis of 2-keto-3-deoxy- D -glucosonic acid and 3-deoxy- D -manno-2-octulosonic acid derivatives.pl
dc.affiliationWydział Chemii : Zakład Chemii Organicznejpl
dc.contributor.authorEl-Sepelgy, Osama - 186330 pl
dc.contributor.authorSchwarzer, Dariuspl
dc.contributor.authorOskwarek, Piotrpl
dc.contributor.authorMłynarski, Jacek - 173385 pl
dc.date.accessioned2015-03-10T10:59:21Z
dc.date.available2015-03-10T10:59:21Z
dc.date.issued2012pl
dc.description.number14pl
dc.description.physical2724-2727pl
dc.description.volume2012pl
dc.identifier.doi10.1002/ejoc.201200325pl
dc.identifier.eissn1099-0690pl
dc.identifier.issn1434-193Xpl
dc.identifier.urihttp://ruj.uj.edu.pl/xmlui/handle/item/3650
dc.languageengpl
dc.language.containerengpl
dc.rightsDodaję tylko opis bibliograficzny*
dc.rights.licencebez licencji
dc.rights.uri*
dc.subject.enaldol reactionspl
dc.subject.enasymmetric catalysispl
dc.subject.enenzymespl
dc.subject.encarbohydratespl
dc.subtypeArticlepl
dc.titleDirect aldol reaction of pyruvic derivatives : catalytic attempt to synthesize ulosonic acidspl
dc.title.journalEuropean Journal of Organic Chemistrypl
dc.typeJournalArticlepl
dspace.entity.typePublication
dc.abstract.enpl
The catalytic asymmetric aldol reaction of pyruvic aldehyde dimethyl acetal and 2-acetylthiazole with sugar aldehydes is demonstrated to be the key step in the synthesis of 3-deoxy- 2-ulosonic acids. Efficient and stereoselective pyruvate aldol reactions are catalyzed by metal-based chiral Trost and Shibasaki catalysts. The presented synthetic methodology mimics aldolase-catalyzed reactions by direct activation of C 3 pyruvate equivalents with the use of metal-based chiral cata- lysts en route to the synthesis of 2-keto-3-deoxy- D -glucosonic acid and 3-deoxy- D -manno-2-octulosonic acid derivatives.
dc.affiliationpl
Wydział Chemii : Zakład Chemii Organicznej
dc.contributor.authorpl
El-Sepelgy, Osama - 186330
dc.contributor.authorpl
Schwarzer, Darius
dc.contributor.authorpl
Oskwarek, Piotr
dc.contributor.authorpl
Młynarski, Jacek - 173385
dc.date.accessioned
2015-03-10T10:59:21Z
dc.date.available
2015-03-10T10:59:21Z
dc.date.issuedpl
2012
dc.description.numberpl
14
dc.description.physicalpl
2724-2727
dc.description.volumepl
2012
dc.identifier.doipl
10.1002/ejoc.201200325
dc.identifier.eissnpl
1099-0690
dc.identifier.issnpl
1434-193X
dc.identifier.uri
http://ruj.uj.edu.pl/xmlui/handle/item/3650
dc.languagepl
eng
dc.language.containerpl
eng
dc.rights*
Dodaję tylko opis bibliograficzny
dc.rights.licence
bez licencji
dc.rights.uri*
dc.subject.enpl
aldol reactions
dc.subject.enpl
asymmetric catalysis
dc.subject.enpl
enzymes
dc.subject.enpl
carbohydrates
dc.subtypepl
Article
dc.titlepl
Direct aldol reaction of pyruvic derivatives : catalytic attempt to synthesize ulosonic acids
dc.title.journalpl
European Journal of Organic Chemistry
dc.typepl
JournalArticle
dspace.entity.type
Publication
Affiliations

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