Abstract
Reaction of the commercially available 2,3,5-tri-O-benzyl-D-arabinose with a primary amine (RNH2) affords the arabinofuranosylamine 2, which on treatment with a Grignard reagent stereoselectively gives the aminoalcohol 3. 3 is an useful precursor of azasugars: it is converted into the pyrrolidine 4 by treatment with Tf2O-Py, whereas by oxidation with PCC it affords the lactam 5 which can be reduced to the corresponding amine 6.
Original language | English |
---|---|
Pages (from-to) | 4555-4558 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 34 |
Issue number | 28 |
DOIs | |
Publication status | Published - 9 Jul 1993 |
Externally published | Yes |