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Pregled bibliografske jedinice broj: 383478

Inversion of enantioselectivity in quinine-mediated desymmetrization of glutaric meso-anhydrides


Ivšić, Trpimir; Hameršak, Zdenko
Inversion of enantioselectivity in quinine-mediated desymmetrization of glutaric meso-anhydrides // Tetrahedron: asymmetry, 20 (2009), 10; 1095-1098 doi:10.1016/j.tetasy.2009.02.049 (međunarodna recenzija, članak, znanstveni)


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Naslov
Inversion of enantioselectivity in quinine-mediated desymmetrization of glutaric meso-anhydrides

Autori
Ivšić, Trpimir ; Hameršak, Zdenko

Izvornik
Tetrahedron: asymmetry (0957-4166) 20 (2009), 10; 1095-1098

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

Ključne riječi
quinine ; desymmetrization ; meso-anhydrides

Sažetak
An unexpected inversion of enantioselectivity, dependent on the degree of quinine loading, was observed during the desymmetrization of glutaric meso-anhydrides. Decrease of catalyst loading from 1.6 equivalents to 0.1 equivalent caused a clear inversion of stereochemistry - from about 40% ee of R-configuration to about 40% ee of the opposite one. The effect of various carboxylic acid additives was also studied.

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

Profili:

Avatar Url Trpimir Ivšić (autor)

Avatar Url Zdenko Hameršak (autor)

Poveznice na cjeloviti tekst rada:

doi www.sciencedirect.com doi.org

Citiraj ovu publikaciju:

Ivšić, Trpimir; Hameršak, Zdenko
Inversion of enantioselectivity in quinine-mediated desymmetrization of glutaric meso-anhydrides // Tetrahedron: asymmetry, 20 (2009), 10; 1095-1098 doi:10.1016/j.tetasy.2009.02.049 (međunarodna recenzija, članak, znanstveni)
Ivšić, T. & Hameršak, Z. (2009) Inversion of enantioselectivity in quinine-mediated desymmetrization of glutaric meso-anhydrides. Tetrahedron: asymmetry, 20 (10), 1095-1098 doi:10.1016/j.tetasy.2009.02.049.
@article{article, author = {Iv\v{s}i\'{c}, Trpimir and Hamer\v{s}ak, Zdenko}, year = {2009}, pages = {1095-1098}, DOI = {10.1016/j.tetasy.2009.02.049}, keywords = {quinine, desymmetrization, meso-anhydrides}, journal = {Tetrahedron: asymmetry}, doi = {10.1016/j.tetasy.2009.02.049}, volume = {20}, number = {10}, issn = {0957-4166}, title = {Inversion of enantioselectivity in quinine-mediated desymmetrization of glutaric meso-anhydrides}, keyword = {quinine, desymmetrization, meso-anhydrides} }
@article{article, author = {Iv\v{s}i\'{c}, Trpimir and Hamer\v{s}ak, Zdenko}, year = {2009}, pages = {1095-1098}, DOI = {10.1016/j.tetasy.2009.02.049}, keywords = {quinine, desymmetrization, meso-anhydrides}, journal = {Tetrahedron: asymmetry}, doi = {10.1016/j.tetasy.2009.02.049}, volume = {20}, number = {10}, issn = {0957-4166}, title = {Inversion of enantioselectivity in quinine-mediated desymmetrization of glutaric meso-anhydrides}, keyword = {quinine, desymmetrization, meso-anhydrides} }

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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