An eco-friendly tandem tosylation/Ferrier N-glycosylation of amines catalyzed by Er(OTf)3 in 2-MeTHF

MÓNICA NARDI; HERREA CANO, N.; ANTONIO DE NINO; LOREDANA MAIUOLO; MANUELA OLIVERIO; ANA N SANTIAGO; DILETTA SORRENTINOA ; PROCOPIO, ANTONIO

TETRAHEDRON LETTERS

PERGAMON-ELSEVIER SCIENCE LTD

Lugar: Amsterdam; Año: 2017 vol. 58 p. 1721 - 1721

0040-4039

r(OTf)3 in 2-MeTHF provides a new and eco-friendly process for Ferrier glycosylation of sulfonamides and amino acids with various N-nucleophiles. The stereoselective synthesis of 2,3-unsaturated-N-pseudoglycals was carried out with 3,4,6-tri-O-acetyl-D-glucal and different nucleophiles affording good results in a short time.