Synthesis of new C^α-tetrasubstituted α-amino acids

• Andreas A. Grauer and
• Burkhard König

Beilstein J. Org. Chem. 2009, 5, No. 5, doi:10.3762/bjoc.5.5

• Andreas A. Grauer Burkhard Konig Institute for Organic Chemistry, University of Regensburg, Universitätsstrasse 31, 93040 Regensburg, Germany 10.3762/bjoc.5.5 Abstract Cα-Tetrasubstituted α-amino acids are important building blocks for the synthesis of peptidemimetics with stabilized secondary

• aldehydes are prone to give aldol products under the reaction conditions used, we were able to obtain the target cyclic amino acids in low to moderate yields and in some cases with good diastereoselectivity. Keywords: amino acid synthesis; Cα-tetrasubstituted α-amino acids; unnatural amino acids

• oligopeptides of natural amino acids are often not suitable for structural studies, as drug candidates or as biological probes. One way to restrict the conformation and introduce rigidity is the use of Cα-tetrasubstituted α-amino acids, in which the α-hydrogen atom of the α-amino acid is replaced by an alkyl or