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Palladium‐Catalyzed Cyclization Reactions of Acetylene‐Containing Amino Acids
Authors:Larissa&#x;B Wolf  Kim&#x;C&#x;M&#x;F Tjen  Hefziba&#x;T ten&#x;Brink  Richard&#x;H Blaauw  Henk Hiemstra  Hans&#x;E Schoemaker  Floris&#x;P&#x;J&#x;T Rutjes
Abstract:Enantiomerically pure acetylene‐containing α‐amino acids were used as versatile starting materials for the synthesis of a variety of heterocycles via Pd‐mediated cyclization reactions. Depending on the protecting group strategy, both the carboxylate and the amine function of the amino acids could participate in the cyclizations, thus giving rise to oxygen heterocycles (α‐aminolactones) and nitrogen heterocycles (cyclic α‐amino acid derivatives), respectively. Beside the straightforward cyclization, cyclization/cross‐coupling reactions were also successfully carried out to provide the corresponding substituted cyclic amino acid derivatives.
Keywords:cross‐coupling reactions  cyclic amino acids  palladium catalysis  unsaturated amino acids  
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