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The Lactone Concept : An Efficient Pathway to Axially Chiral Natural Products and Useful Reagents

Title data

Bringmann, Gerhard ; Breuning, Matthias ; Tasler, Stefan:
The Lactone Concept : An Efficient Pathway to Axially Chiral Natural Products and Useful Reagents.
In: Synthesis. (1999) Issue 4 . - pp. 525-558.
ISSN 0039-7881
DOI: https://doi.org/10.1055/s-1999-3435

Abstract in another language

A highly efficient concept for the stereoselective synthesis of axially chiral biaryl target molecules is presented: the atroposelective ring cleavage of configurationally unstable lactone-bridged biaryls. The method has almost no restrictions concerning the substitution pattern, works even for substrates with high steric hindrance at the ortho-position(s) of the axis, and allows the optional, atropo-divergent preparation of each atropisomer from the same biaryl lactone precursor and a recycling of the undesired minor product in the sense of a chiral economy. A brpad series of successful application in natural product and ligand syntheses underlines the high value of the method.

Further data

Item Type: Article in a journal
Refereed: Yes
Keywords: axial chirality; biaryl natural products; biaryl ligands and reagents; atropo-divergent synthesis; lactone-bridged biaryls
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Professor Organic Chemistry > Professor Organic Chemistry - Univ.-Prof. Dr. Matthias Breuning
Faculties
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: 12 Jan 2022 10:35
Last Modified: 12 Jan 2022 10:35
URI: https://eref.uni-bayreuth.de/id/eprint/68339