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Enantioselective addition of diethylzinc to aldehydes using novel axially chiral 2-aminomethyl-1-(2'-hydroxyphenyl)naphthalene catalysts

Title data

Bringmann, Gerhard ; Breuning, Matthias:
Enantioselective addition of diethylzinc to aldehydes using novel axially chiral 2-aminomethyl-1-(2'-hydroxyphenyl)naphthalene catalysts.
In: Tetrahedron: Asymmetry. Vol. 9 (1998) Issue 4 . - pp. 667-679.
ISSN 0957-4166
DOI: https://doi.org/10.1016/S0957-4166(98)00020-2

Abstract in another language

The synthesis of atropo-enantiomerically pure aminomethyl and hydroxymethyl substituted biaryls derivatives M-2 and M-3 (and, optionally, their enantiomers), by dynamic kinetic resolution of a racemic lactone precursor, is described. Their application as chiral catalysts in the asymmetric addition of diethylzinc to aldehydes leads to excellent enantiomeric ratios of up to 99:1 and high chemical yields.

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
500 Science > 540 Chemistry
Date Deposited: 03 Jul 2017 11:57
Last Modified: 12 Jan 2022 13:52
URI: https://eref.uni-bayreuth.de/id/eprint/38234