Naslov
Cocatalytic activity in aldol reaction of a novel thiourea- and guanidinium-oxanorbornanes

Autori
Barešić, Luka ; Glasova, Zoran ; Margetić, Davor

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

Izvornik
27th Croatian Meeting of Chemists and Chemical Engineers and 5th Symposium Vladimir Prelog : Book of Abstracts / Marković, Dean ; Meštrović, Ernest ; Namjesnik, Danijel ; Tomašić, Vesna - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2021, 199-199

Skup
27. hrvatski skup kemičara i kemijskih inženjera (27HSKIKI) ; 5. simpozij Vladimir Prelog

Mjesto i datum
Veli Lošinj, Hrvatska, 05.10.2021. - 08.10.2021

Vrsta sudjelovanja
Poster

Vrsta recenzije
Nije recenziran

Ključne riječi
Oxanorbornanes ; Guanidine ; Cocatalytic activity

Sažetak
Norbornane structures and their oxaderivatives have rigid scaffold and are good mimics of secondary structures in polypeptides such as β-turn and β-hairpin. Norbornane motifs can serve as the inducers of well-defined hydrogen bonding patterns in peptides [1]. Hydrogen bond plays a crucial role in enzymes and small molecule organocatalysis. Thioureas and guanidines are two types of such organocatalysts [2, 3]. Aldol reactions catalysed with L-proline are known to show poor diastereoselectivity in formation of anti and syn adducts and can be improved by adding guanidinium salts or thioureas as cocatalysts [4, 5]. Herein we report a synthetic route to a novel thiourea and guanidinium oxanorbornanes and their activity in L-proline catalyzed aldol reaction.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA