Pregled bibliografske jedinice broj: 383469
Desymmetrization of cyclic anhydrides mediated by cinchona alkaloids. Synthesis and olfactory properties of new fragrances based on (R)- and (S)-2-ethylhexanol
Desymmetrization of cyclic anhydrides mediated by cinchona alkaloids. Synthesis and olfactory properties of new fragrances based on (R)- and (S)-2-ethylhexanol // Chirality, 21 (2009), 10; 894-904 doi:10.1002/chir.20684 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 383469 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Desymmetrization of cyclic anhydrides mediated by cinchona alkaloids. Synthesis and olfactory properties of new fragrances based on (R)- and (S)-2-ethylhexanol
Autori
Ćiško-Anić, Blaženka ; Hameršak, Zdenko
Izvornik
Chirality (0899-0042) 21
(2009), 10;
894-904
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
kinetic resolution ; meso-anhydrides ; desymmetrization ; fragrances
Sažetak
A series of enantiomerically pure new fragrances, derived from 2-ethylhexanol, have been prepared and their olfactory properties evaluated. The key step of the synthesis is cinchona-alkaloid-catalyzed desymmetrization of cyclic meso-anhydrides with (R)- and (S)-2-ethylhexanol and proceeded in good to excellent diastereoselectivities (84-97% de). Optically pure alcohols were prepared using lipase-catalyzed kinetic resolution of 2-ethylhexanol using vinyl laurate as acyl donor.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
098-0982933-2908 - Kiralni građevni blokovi za biološki aktivne molekule. Sinteza i reaktivnost (Hameršak, Zdenko, MZOS ) ( CroRIS)
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)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus
- MEDLINE
