Catalytic asymmetric synthesis of the common amino acid component in the biosynthesis of tetrahydroisoquinoline alkaloids
Autor: | Ryo Tanifuji, Hiroki Oguri, Yuki Yoshinaga, Kento Koketsu, Atsushi Minami, Hideaki Oikawa |
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Rok vydání: | 2016 |
Předmět: |
chemistry.chemical_classification
010405 organic chemistry Tetrahydroisoquinoline Stereochemistry Organic Chemistry Enantioselective synthesis Alkylation 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Amino acid chemistry.chemical_compound Propanoic acid chemistry Benzyl bromide Drug Discovery Glycine heterocyclic compounds Tyrosine |
Zdroj: | Tetrahedron Letters. 57:623-626 |
ISSN: | 0040-4039 |
Popis: | Biosynthetic assembly lines of tetrahydroisoquinoline alkaloids employ the tyrosine derivative, ( S )-2-amino-3-(3-hydroxy-4-methoxy-5-methylphenyl)propanoic acid, as a common amino acid building block. A catalytic asymmetric synthetic route to the common amino acid component has been developed by making use of Maruoka’s chiral phase transfer alkylation of a glycine derivative with the requisite benzyl bromide. |
Databáze: | OpenAIRE |
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