Pregled bibliografske jedinice broj: 788965
Chiral Brønsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals
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
Citiraj ovu publikaciju:
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