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The "lactone method" : enantioselective preparation of novel P,N-biaryl ligands and their use in the synthesis of the biarylic alkaloids, ancistrotanzanine B and ancistroealaine A

Title data

Bringmann, Gerhard ; Pfeifer, Robert-Michael ; Schreiber, Petra ; Hartner, Kristina ; Schraut, Michaela ; Breuning, Matthias:
The "lactone method" : enantioselective preparation of novel P,N-biaryl ligands and their use in the synthesis of the biarylic alkaloids, ancistrotanzanine B and ancistroealaine A.
In: Tetrahedron. Vol. 60 (2004) Issue 20 . - pp. 4349-4360.
ISSN 0040-4020
DOI: https://doi.org/10.1016/j.tet.2003.12.070

Abstract in another language

The ‘lactone method’ is a versatile tool for the atroposelective synthesis of axially chiral biaryls. The potential and scope of the concept are highlighted, in particular with respect to its use in the preparation of natural products and chiral auxiliaries. As a new application, the synthesis of novel axially chiral phosphineamines in enantiopure form is described; these ligands were used in the asymmetric Suzuki cross coupling of the molecular portions of the biarylic natural products ancistrotanzanine B and ancistroealaine A.

Further data

Item Type: Article in a journal
Refereed: Yes
Keywords: Axially chiral biaryls; P,N-Ligands; Asymmetric Suzuki coupling; Natural product synthesis; Naphthylisoquinoline alkaloids
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 07:56
Last Modified: 12 Jan 2022 07:56
URI: https://eref.uni-bayreuth.de/id/eprint/68327