L. A. Salvador, M. Elofsson, J. Kihlberg
May 8, 1995
Citations
2
Influential Citations
86
Citations
Quality indicators
Journal
Tetrahedron
Abstract
Abstract N α -Fmoc amino acids with an unprotected α-carboxyl group have been glycosylated with carbohydrate 1,2- trans peracetates using Lewis acids as promoters. Aliphatic and phenolic O - and S -glycosides of amino acids, with a 1,2- trans anomeric configuration, were obtained as products in 34–65% yields. The glycosylated building blocks have the protective groups of choice (i.e. O -acetyl and N α -Fmoc) for direct use in stepwise synthesis of glycopeptides. The starting materials are readily available and the method does not require an extensive experience in synthetic carbohydrate chemistry.