Naslov
Passerini reaction of carbohydrate derivatives

Autori
Vlahoviček-Kahlina, Kristina ; Jakas, Andreja ; Jerić, Ivanka

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
25. Hrvatski skup kemičara i kemijskih inženjera s međunarodnim sudjelovanjem ; 3. simpozij Vladimir Prelog : knjiga sažetaka = 25th Croatian Meeting of Chemist and Chemical Engineers with international participation. 3rd symposium “Vladimir Prelog” : Book of Abstracts / Šantić, Ana ; Đaković, Marijana - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI) ; Hrvatsko kemijsko drustvo, 2017, 152-152

ISBN
978-953-552327-7

Skup
25. Hrvatski skup kemičara i kemijskih inženjera s međunarodnim sudjelovanjem ; 3. simpozij Vladimir Prelog = 25th Croatian Meeting of Chemist and Chemical Engineers with international participation. 3rd symposium “Vladimir Prelog”

Mjesto i datum
Poreč, Hrvatska, 19.04.2017. - 22.04.2017

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
Multicomponent reactions ; Passerini reaction ; carbohydrate ; aldehydes

Sažetak
Carbohydrates represent the most abundant class of natural products with distinctive role in different biological processes and they are highly valuable pool of chiral molecular scaffolds [1]. Multicomponent reactions (MCRs) offer an attractive one-pot strategy for generating a library of highly functionalized and complex organic compounds in modern synthetic chemistry. Utilization of carbohydrates and their derivatives in MCRs is based on their polyfunctional character and stereochemical diversity [2, 3]. The Passerini reaction is an isonitrile-based MCR that yields α- acyloxy carboxamides from an aldehyde, an isonitrile, and a carboxylic acid. Our initial efforts were directed toward exploitation of 2- isocyanoglucosyl derivative in the Passerini reaction with various aldehydes and carboxylic acids. Next, we used for the first time a highly strained D-fructose-derived aldehyde in the Passerini reaction with commercially available and sugar-derived isocyanides and notices a highly diastereoselective character of this reaction.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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