Anomeric spiroannelated 1,4-diazepine 2,5-diones from furano exo-glycals: towards a new class of spironucleosides

作者：Taillefumier C^*; Thielges S; Chapleur Y

来源：Tetrahedron, 2004, 60(10): 2213-2224.

DOI：10.1016/j.tet.2004.01.030

• exo-glycals
• sugar-amino acids
• spironucleosides
• peptidomimetics

The first synthesis of 1,4-diazepine 2,5-dione peptides containing a beta-amino acid in which the beta carbon is also the anomeric carbon of a furanoid sugar is described. These new anomeric spirosugars obtained with a stereoselective control in the D-gulo, D-manno, D-allo and D-ribo series can be regarded as the first members of a new class of spironucleosides. In the course of our study, two symmetrical tetrameric cyclopeptides comprising two identical sugar beta-amino acid and alpha-amino acid residues were also isolated, these structures could be of interest as new potential host molecules.

• 出版日期2004-3-1