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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


Topolovčan, Nikola; Duplić, Filip; Gredičak, Matija
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) ( POIROT)

Ustanove:
Institut "Ruđer Bošković", Zagreb

Profili:

Avatar Url Matija Gredičak (autor)

Avatar Url Nikola Topolovčan (autor)

Citiraj ovu publikaciju:

Topolovčan, Nikola; Duplić, Filip; Gredičak, Matija
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)
Topolovčan, N., Duplić, F. & Gredičak, M. (2021) 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 (28), 3920-3924 doi:10.1002/ejoc.202100400.
@article{article, author = {Topolov\v{c}an, Nikola and Dupli\'{c}, Filip and Gredi\v{c}ak, Matija}, year = {2021}, pages = {3920-3924}, DOI = {10.1002/ejoc.202100400}, keywords = {Catalysis, EnamidesN-Substitution, Stereoselectivity, Steric hindrance}, journal = {European journal of organic chemistry}, doi = {10.1002/ejoc.202100400}, volume = {2021}, number = {28}, issn = {1434-193X}, title = {Influence of N-Substitution in 3-Alkyl-3- hydroxyisoindolin-1-ones on the Stereoselectivity of Br\onsted Acid-Catalyzed Synthesis of 3- Methyleneisoindolin-1-ones}, keyword = {Catalysis, EnamidesN-Substitution, Stereoselectivity, Steric hindrance} }
@article{article, author = {Topolov\v{c}an, Nikola and Dupli\'{c}, Filip and Gredi\v{c}ak, Matija}, year = {2021}, pages = {3920-3924}, DOI = {10.1002/ejoc.202100400}, keywords = {Catalysis, EnamidesN-Substitution, Stereoselectivity, Steric hindrance}, journal = {European journal of organic chemistry}, doi = {10.1002/ejoc.202100400}, volume = {2021}, number = {28}, issn = {1434-193X}, title = {Influence of N-Substitution in 3-Alkyl-3- hydroxyisoindolin-1-ones on the Stereoselectivity of Br\onsted Acid-Catalyzed Synthesis of 3- Methyleneisoindolin-1-ones}, keyword = {Catalysis, EnamidesN-Substitution, Stereoselectivity, Steric hindrance} }

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


Citati:





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