22594-22-5Relevant articles and documents
Synthesis of 6-amino-6-deoxy-d-gulono-1,6-lactam and l-gulono-1,6-lactam derived from corresponding 5,6-O-sulfinyl hexono-1,4-lactones
Gireaud, Laurent,Chaveriat, Ludovic,Stasik, Imane,Wadouachi, Anne,Beaupère, Daniel
, p. 7455 - 7458 (2007/10/03)
Syntheses of 6-amino-6-deoxy-2,3-O-isopropylidene-d-gulono- and l-gulono-1,6-lactams 3 and 4 from corresponding glycono-1,4-lactones are described. Activation of the primary hydroxyl group requires 5,6-cyclic sulfite intermediate to obtain 6-azido-6-deoxy
Enantiomerically Pure, Highly Functionalized Tetrahydrofurans from Simple Carbohydrate Precursors
Lundt, Inge,Frank, Holger
, p. 13285 - 13298 (2007/10/02)
6-Bromo-6-deoxy-1,4-aldonolactones and 6-bromo-6-deoxy-alditols with D-galacto, D-altro-, D-manno- and D-ido-configuration were selectively converted into hydroxylated tetrahydrofuran derivatives by simple heating in water.The 6-bromo-6-deoxy-altritol (10) and 6-bromo-6-deoxy-D-iditol (25) reacted even at room temperature.Likewise, 6-bromo-2,6-dideoxy-aldonolactones with D-arabino- (29) and D-lyxo-configuration (31) gave the corresponding 2-deoxy-3,6-anhydride, when heated in water.The rate of formation of the furan ring by intramolecular nucleophilic substitution was determined by the conformation of the bromopolyols in water.