Glavač, Danijel; Gredičak, Matija (2022) Construction of chiral Betti base precursors containing a congested quaternary stereogenic center via chiral phosphoric acid-catalyzed arylation of isoindolinone-derived ketimines. New Journal of Chemistry, 46 (18). pp. 8760-8764. ISSN 1144-0546
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Abstract
Synthesis of enantioenriched Betti base precursors containing a congested quaternary stereocenter is described. In a chiral phosphoric acid-catalyzed reaction, a series of in situ generated isoindolinone- derived ketimines and phenol derivatives yield products in good to excellent yields, and moderate enantioselectivities. Conversion of the obtained products into chiral Betti bases with the retention of the optical purity is demonstrated.
Item Type: | Article | ||||||||
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Uncontrolled Keywords: | Friedel-Crafts reaction ; electron-rich phenols ; enantioselective construction ; asymmetric-synthesis ; aminonaphthols ; 2-naphthols ; naphthols ; ligands | ||||||||
Subjects: | NATURAL SCIENCES > Chemistry > Organic Chemistry | ||||||||
Divisions: | Division of Organic Chemistry and Biochemistry | ||||||||
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Depositing User: | Matija Gredičak | ||||||||
Date Deposited: | 02 Nov 2022 15:14 | ||||||||
URI: | http://fulir.irb.hr/id/eprint/7581 | ||||||||
DOI: | 10.1039/d2nj00493c |
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