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Updated: Aug 7, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Efficient enantioselective synthesis of condensed and aromatic-ring-substituted tyrosine derivatives
Sebastian Knör1, Burkhardt Laufer, Horst Kessler
1Lehrstuhl II für Organische Chemie, Department Chemie, Technische Universität München, Lichtenbergstrasse 4, Garching D-85747, Germany.
Abstract:
An efficient access to both condensed and conjugated tyrosine analogues of high enantiomeric purity is described. Novel ring-substituted tyrosines were synthesized by Suzuki cross couplings of appropriately protected l-3-iodotyrosine with a series of activated and deactivated boronic acid derivatives to achieve the target compounds in high yields. d- and l-4-hydroxy-1-naphthylalanines were readily prepared from the corresponding alpha-enamide in two different approaches, by asymmetric hydrogenation as well as by unselective hydrogenation and enzymatic resolution of the racemic mixture.
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