BECAS
ROJAS Agustin Hugo
artículos
Título:
New insights into the reactivity of 2-halo-glycals: Synthesis of novel iodinated O- and S-glycosides
Autor/es:
ROJAS, AGUSTÍN H.; LAFUENTE, LETICIA; VETERE, VIRGINIA; PONZINIBBIO, AGUSTÍN
Revista:
TETRAHEDRON LETTERS
Editorial:
PERGAMON-ELSEVIER SCIENCE LTD
Referencias:
Año: 2021 vol. 84
ISSN:
0040-4039
Resumen:
We present the selective synthesis of new 2-iodo-2,3-unsaturated O- and S-glycosides. This is the first report on the Ferrier rearrangement of 2-halo-glycals with S-nucleophiles. We obtained α-glycosides in good yields and with high anomeric selectivity. We also describe the particular behavior of heteroaromatic thio sugar derivatives, where the C3 addition was performed in an alternative mechanism. We present a complete structure and conformation analysis by NMR.
