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Pregled bibliografske jedinice broj: 788965

Chiral Brønsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals


Suć, Josipa; Dokli, Irena; Gredičak, Matija
Chiral Brønsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals // Chemical communications, 52 (2016), 2071-2074 doi:10.1039/C5CC08813E (međunarodna recenzija, članak, znanstveni)


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Naslov
Chiral Brønsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals

Autori
Suć, Josipa ; Dokli, Irena ; Gredičak, Matija

Izvornik
Chemical communications (1359-7345) 52 (2016); 2071-2074

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
organocatalysis ; chiral Bronsted acid ; N(acyl) ; S-acetals

Sažetak
The first organocatalytic asymmetric addition of thiols to N-Acyl ketimines, generated in situ from 3- hydroxy isoindolinones, is described. The reaction proceeds smoothly with a broad range of ketimines and thiols using a chiral Brønsted acid catalyst to afford N(acyl), S-acetals comprising tetrasubstituted stereocenter in high yields and enantioselectivities (up to 98.5:1.5 e.r.). Usefulness of the developed protocol is demonstrated in the synthesis of a known HIV-1 Reverse Transcriptase Inhibitor.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Ustanove:
Institut "Ruđer Bošković", Zagreb

Profili:

Avatar Url Matija Gredičak (autor)

Avatar Url Josipa Suć Sajko (autor)

Avatar Url Irena Dokli (autor)

Poveznice na cjeloviti tekst rada:

Pristup cjelovitom tekstu rada doi pubs.rsc.org

Citiraj ovu publikaciju:

Suć, Josipa; Dokli, Irena; Gredičak, Matija
Chiral Brønsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals // Chemical communications, 52 (2016), 2071-2074 doi:10.1039/C5CC08813E (međunarodna recenzija, članak, znanstveni)
Suć, J., Dokli, I. & Gredičak, M. (2016) Chiral Brønsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals. Chemical communications, 52, 2071-2074 doi:10.1039/C5CC08813E.
@article{article, author = {Su\'{c}, Josipa and Dokli, Irena and Gredi\v{c}ak, Matija}, year = {2016}, pages = {2071-2074}, DOI = {10.1039/C5CC08813E}, keywords = {organocatalysis, chiral Bronsted acid, N(acyl), S-acetals}, journal = {Chemical communications}, doi = {10.1039/C5CC08813E}, volume = {52}, issn = {1359-7345}, title = {Chiral Br\onsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals}, keyword = {organocatalysis, chiral Bronsted acid, N(acyl), S-acetals} }
@article{article, author = {Su\'{c}, Josipa and Dokli, Irena and Gredi\v{c}ak, Matija}, year = {2016}, pages = {2071-2074}, DOI = {10.1039/C5CC08813E}, keywords = {organocatalysis, chiral Bronsted acid, N(acyl), S-acetals}, journal = {Chemical communications}, doi = {10.1039/C5CC08813E}, volume = {52}, issn = {1359-7345}, title = {Chiral Br\onsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals}, keyword = {organocatalysis, chiral Bronsted acid, N(acyl), S-acetals} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • Arts & Humanities Citation Index (A&HCI)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE
  • Nature Index


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