Synthesis of pseudopeptides with sulfoximines as chiral backbone modifyingelements

Citation
C. Bolm et al., Synthesis of pseudopeptides with sulfoximines as chiral backbone modifyingelements, CHEM-EUR J, 7(5), 2001, pp. 1118-1128
Citations number
144
Language
INGLESE
art.tipo
Review
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY-A EUROPEAN JOURNAL
ISSN journal
0947-6539 → ACNP
Volume
7
Issue
5
Year of publication
2001
Pages
1118 - 1128
Database
ISI
SICI code
0947-6539(20010302)7:5<1118:SOPWSA>2.0.ZU;2-P
Abstract
The synthesis of pseudopeptides with a chiral alpha -sulfonimidoylcarboxy m oiety in the backbone is described. Starting from readily available (S-S)-S -methyl S-phenyl sulfoximine and various cyclic and acyclic alpha -amino ac ids the desired products are obtained in good yields with peptide coupling methodology, Specific secondary structures caused by intramolecular hydroge n bends may be adopted. Results of NMR studies to reveal conformational pre ferences will be discussed.