Naslov
Synthesis of novel guanidinium- substituted oxanorbornanes and their cocatalytic activity in aldol reaction

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

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

Izvornik
6. simpozij studenata doktorskih studija PMF-a : knjiga sažetaka = 6th Faculty of Science PhD student symposium : book of abstracts / Schneider, Petra - Zagreb, 2022, 126-127

ISBN
978-953-6076-93-2

Skup
6. Simpozij studenata doktorskih studija PMF-a = 6th Faculty of Science PhD Student Symposium

Mjesto i datum
Zagreb, Hrvatska, 23.04.2022. - 24.04.2022

Vrsta sudjelovanja
Predavanje

Vrsta recenzije
Nije recenziran

Ključne riječi
Oxanorbornanes ; Guanidine ; Cocatalytic activity

Sažetak
Norbornane structures and their oxa-derivatives 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 carrying different structural motifs (figure 1) and their activity in L-proline catalyzed aldol reaction.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA