Grauer, Andreas A. and Koenig, Burkhard (2009) Synthesis of new C-alpha-tetrasubstituted alpha-amino acids. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 5: 5. ISSN 1860-5397,
Full text not available from this repository. (Request a copy)Abstract
C-alpha-Tetrasubstituted alpha-amino acids are important building blocks for the synthesis of peptidemimetics with stabilized secondary structure, because of their ability to rigidify the peptide backbone. Recently our group reported a new class of cyclic C-alpha-tetrasubstituted tetrahydrofuran alpha-amino acids prepared from methionine and aromatic aldehydes. We now report the extension of this methodology to aliphatic aldehydes. Although such 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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | STEREOSELECTIVE-SYNTHESIS; SHORT PEPTIDES; CONFORMATIONS; STABILIZATION; DESIGN; amino acid synthesis; C-alpha-tetrasubstituted alpha-amino acids; unnatural amino acids |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 05 Oct 2020 09:41 |
| Last Modified: | 05 Oct 2020 09:41 |
| URI: | https://pred.uni-regensburg.de/id/eprint/29467 |
Actions (login required)
 |
View Item |
