Title data
Seebach, Dieter ; Jaeschke, Georg ; Gottwald, Konstanze ; Matsuda, Keiji ; Formisano, Roberto ; Chaplin, David A. ; Breuning, Matthias ; Bringmann, Gerhard:
Resolution of Racemic Carboxylic Acid Derivatives by Ti-TADDOLate Mediated Esterification Reactions : A General Method for the Preparation of Enantiopure Compounds.
In: Tetrahedron.
Vol. 53
(1997)
Issue 22
.
- pp. 7539-7556.
ISSN 0040-4020
DOI: https://doi.org/10.1016/S0040-4020(97)00456-0
Abstract in another language
The Lewis-acid mediated transfer of an alkoxide ligand from the chiral ligand sphere of Ti-TADDOLates 1 to cyclic carboxylic acid derivatives is described. The kinetic resolution of dioxolanones, azlactones and biaryl lactones by the Ti-TADDOLates affords, after recrystallization, ester products in highly enantioenriched form (er ≥ 97:3). The enantiomer-differentiating ring-opening of a chiral cyclic anhydride by a Ti-TADDOLate leads highly enantioselectively to two constitutional isomers.
Further data
| Item Type: | Article in a journal |
|---|---|
| Refereed: | Yes |
| Institutions of the University: | Faculties Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Professor Organic Chemistry > Professor Organic Chemistry - Univ.-Prof. Dr. Matthias Breuning Faculties > Faculty of Biology, Chemistry and Earth Sciences Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Professor Organic Chemistry |
| Result of work at the UBT: | No |
| DDC Subjects: | 500 Science > 540 Chemistry |
| Date Deposited: | 03 Jul 2017 11:28 |
| Last Modified: | 12 Jan 2022 13:46 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/38229 |

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