Pregled bibliografske jedinice broj: 1050905
Multicomponent Approach to Homo- and Hetero- Multivalent Glycomimetics Bearing Rare Monosaccharides
Multicomponent Approach to Homo- and Hetero- Multivalent Glycomimetics Bearing Rare Monosaccharides // Journal of organic chemistry, 85 (2020), 5; 3766-3787 doi:10.1021/acs.joc.9b03401 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 1050905 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Multicomponent Approach to Homo- and Hetero-
Multivalent Glycomimetics Bearing Rare
Monosaccharides
Autori
Jakas, Andreja ; Višnjevac, Aleksandar ; Jerić, Ivanka
Izvornik
Journal of organic chemistry (0022-3263) 85
(2020), 5;
3766-3787
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
multicomponent reactions ; glycoconjugates ; multivalent ligands ; heterovalent ligands ; carbohydrates
Sažetak
We applied a multicomponent approach to access a library of densely functionalized homo- and hetero-multivalent glycomimetics comprising aldehyde, amine, and isocyanide components related to isopropylidene-protected d-fructose, l-sorbose, d-galactose, and d-allose. Passerini products were obtained in very good yields (up to 78%) and high diastereoselectivities (up to 98:2). Three types of products were obtained by the Ugi reaction ; along with the “classical” four-component product, α-acylaminoamides, a three-component α-aminoamides, and a four- component α-aminoacylamides were isolated. The presence of multiple pathways is rationalized by the structure of the imidate intermediate, mainly influenced by the amine component.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
HRZZ-IP-2014-09-3102 - Višekomponentne reakcije u sintezi peptidnih mimetika (MIMICRy) (Jerić, Ivanka, HRZZ - 2014-09) ( CroRIS)
Ustanove:
Institut "Ruđer Bošković", Zagreb
Citiraj ovu publikaciju:
Časopis indeksira:
- Current Contents Connect (CCC)
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus
- MEDLINE
