161016-86-0Relevant articles and documents
Regiospecific synthesis of 4-deoxy-D-threo-hex-3-enopyranosides by simultaneous activation-elimination of the talopyranoside axial 4-OH with the NaH/Im2SO2 system: Manifestation of the stereoelectronic effect
Attolino, Emanuele,Catelani, Giorgio,D'Andrea, Felicia
, p. 5279 - 5292 (2007/10/03)
A new and high-yielding method for the regioselective preparation of 4-deoxy- and 2,4-dideoxy-2-acetamido-β-D-threo-hex-3-enopyranosides has been developed. The process involves a simultaneous activation-elimination of the OH-4 group of β-D-talopyranoside
An efficient and highly regioselective synthesis of 4-deoxy- and 2-acetamido-2,4-dideoxy-β-D-threo-hex-3-enopyranosides
Attolino, Emanuele,Catelani, Giorgio,D'Andrea, Felicia
, p. 1685 - 1688 (2007/10/03)
The preparation of the previously undescribed class of 4-deoxy- and 2,4-dideoxy-2-acetamido-β-D-threo-hex-3-enopyranosides was accomplished with a very high yield and a complete regioselectivity by means of a simultaneous activation-elimination process of
Synthesis of methyl 4-thio-β-cellobioside. A reinvestigation
Moreau, Vincent,Norrild, Jens Chr.,Driguez, Hugues
, p. 271 - 277 (2007/10/03)
The best yield for the synthesis of the title compound was obtained by nucleophilic displacement of the di-O-triflyl group in methyl tri-O-benzyl-4-O-triflyl-β-D-galactopyranoside by 2,3,4,6-tetra-O-acetyl-1-S-acetyl-1-thio-β-D-glucopyranose in HMPA in the presence of diethylamine. Under these conditions, the formation of unsaturated side products was decreased.