Solid-phase synthesis of biarylalanines via Suzuki cross-coupling and intramolecular N-acyliminium Pictet-Spengler reactions

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Solid-supported masked peptide aldehydes containing 3- or 4-iodophenylalanine residues were subjected to Pd-catalyzed Suzuki cross-coupling reactions with arylboronic acids. The biarylalanines generated were applied in intramolecular N-acyliminium Pictet-Spengler reactions. In this way, a range of pharmacologically interesting aryl-substituted pyrroloisoquinolines was obtained in excellent purity (>95%).

TidsskriftTetrahedron Letters
Udgave nummer46
Sider (fra-til)7959-7962
Antal sider4
StatusUdgivet - 14 nov. 2005
Eksternt udgivetJa

Bibliografisk note

Funding Information:
The Danish National Research Foundation is gratefully acknowledged for financial support.

ID: 326846788