437553-63-4Relevant academic research and scientific papers
Transition metal-catalyzed synthesis of novel biologically relevant tryptophan analogues
Van Esseveldt, Bart C. J.,Van Delft, Floris L.,Smits, Jan M. M.,De Gelder, Rene,Schoemaker, Hans E.,Rutjes, Floris P. J. T.
, p. 823 - 834 (2007/10/03)
A synthetic approach to the synthesis of novel tryptophan derivatives and benzofuran-containing amino acids is detailed. The sequence starts from enzymatically resolved enantiopure acetylene-containing amino acids, of which the acetylene function can be e
Palladium-Catalyzed Cyclization Reactions of Acetylene-Containing Amino Acids
Wolf, Larissa B.,Tjen, Kim C. M. F.,Ten Brink, Hefziba T.,Blaauw, Richard H.,Hiemstra, Henk,Schoemaker, Hans E.,Rutjes, Floris P. J. T.
, p. 70 - 83 (2007/10/03)
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.
