445299-18-3

Upstream product

• 445377-31-1 phenyl 1-phenylsulfanyl-2-thio-1-deoxy-β-D-fructopyranoside 
• 445299-16-1 phenyl 4-O-benzyl-1-deoxy-1-phenylsulfanyl-2-thio-β-D-fructopyranoside 
• 100-39-0 benzyl bromide 
• 445299-17-2 2,6-anhydro-4-O-benzyl-1-deoxy-1-phenylsulfanyl-β-D-fructopyranoside 
• 99042-47-4 2'-chloroethyl 1,3,4,5-tetra-O-acetyl-β-D-fructopyranoside 

Relevant academic research and scientific papers

New synthesis of 2,6-anhydro-β-D-fructofuranoses, pivotal [2.2.1] bicyclic acetals for the conversion of D-fructose into 2,2,5-trisubstituted tetrahydrofurans

2,6-Anhydro-β-D-fructofuranose derivatives were prepared by a novel tin-promoted 2,5-cyclisation of phenyl 2-thio-β-D-fructopyranosides. They were regioselectively opened by allyltrimethylsilane in the presence of catalytic Sc(OTf)3 to give 2,2,5-trisubstituted tetrahydrofurans in high yields and major α-stereoselectivity.