Pregled bibliografske jedinice broj: 1159293
Influence of N-Substitution in 3-Alkyl-3- hydroxyisoindolin-1-ones on the Stereoselectivity of Brønsted Acid-Catalyzed Synthesis of 3- Methyleneisoindolin-1-ones
Influence of N-Substitution in 3-Alkyl-3- hydroxyisoindolin-1-ones on the Stereoselectivity of Brønsted Acid-Catalyzed Synthesis of 3- Methyleneisoindolin-1-ones // European journal of organic chemistry, 2021 (2021), 28; 3920-3924 doi:10.1002/ejoc.202100400 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 1159293 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Influence of N-Substitution in 3-Alkyl-3-
hydroxyisoindolin-1-ones on the Stereoselectivity
of Brønsted Acid-Catalyzed Synthesis of 3-
Methyleneisoindolin-1-ones
Autori
Topolovčan, Nikola ; Duplić, Filip ; Gredičak, Matija
Izvornik
European journal of organic chemistry (1434-193X) 2021
(2021), 28;
3920-3924
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
Catalysis ; EnamidesN-Substitution ; Stereoselectivity ; Steric hindrance
Sažetak
A comprehensive study on the influence of N- substitution on the stereoselective outcome of the synthesis of 3-methyleneisoindolin-1-ones from 3- alkyl-3-hydroxyisoindolin-1-ones is reported. The study was performed on an array of structurally diverse 3-alkyl-3-hydroxyisoindolin-1-ones with tunable sizes of N-substituents. In a methanesulfonic acid-catalyzed reaction, substrates without N-substituent (N−H) afforded exclusively the Z-isomer, while an increase in their size was followed by the formation of a stereoisomeric mixture with the E-isomer as the major component.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
HRZZ-IP-2018-01-4053 - Nove strategije za pripravu tetrasupstituiranih kiralnih centara: asimetrične katalitičke reakcije usmjerene protuanionom (NSYNC-ACDC) (Gredičak, Matija, HRZZ - 2018-01) ( CroRIS)
Ustanove:
Institut "Ruđer Bošković", Zagreb
Poveznice na cjeloviti tekst rada:
Pristup cjelovitom tekstu rada doi fulir.irb.hr chemistry-europe.onlinelibrary.wiley.comCitiraj 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
