Journalartikel

Jahr der Veröffentlichung: 2017

Seiten: 371-382

Zeitschrift: Synthesis: Journal of Synthetic Organic Chemistry

Bandnummer: 49

Heftnummer: 02

DOI Link: https://doi.org/10.1055/s-0036-1589404

Verlag: Thieme Publishing / Georg Thieme Verlag

Abstract: 

Transformations of 2-formylbenzoic acid provide direct access to a
series of heterocyclic organic compounds such as phthalides and
isoindolinones. Here, we use (+)-cinchonine as a catalyst in conjunction
with nonafluoro-tert-butanol as a hydrogen-bond donor to afford enantiomerically enriched acylated 3-hydroxyphthalides with up to 99% yield and 90% ee
through dynamic kinetic resolution. Moreover, various
3-alkoxyphthalides as well as 2-alkyl-3-hydroxy-1-isoindolinones were
synthesized from 2-formylbenzoic acid.

Harvard-Zitierstil: Niedek, D., Schuler, S., Eschmann, C., Wende, R., Seitz, A., Keul, F., et al. (2017) Synthesis of Enantioenriched Phthalide and Isoindolinone Derivatives from 2-Formylbenzoic Acid, Synthesis: Journal of Synthetic Organic Chemistry, 49(02), pp. 371-382. https://doi.org/10.1055/s-0036-1589404

APA-Zitierstil: Niedek, D., Schuler, S., Eschmann, C., Wende, R., Seitz, A., Keul, F., & Schreiner, P. (2017). Synthesis of Enantioenriched Phthalide and Isoindolinone Derivatives from 2-Formylbenzoic Acid. Synthesis: Journal of Synthetic Organic Chemistry. 49(02), 371-382. https://doi.org/10.1055/s-0036-1589404