226948-30-7

Upstream product

• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 1521-51-3 rac-3-bromocyclohexene 
• 226948-28-3 (3aR,5R,6S,6aR)-6-(Cyclohex-2-enyloxy)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole 

Downstream Products

• 184649-68-1 (3aR,5S,6S,6aR)-6-(Cyclohex-2-enyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde 
• 835613-37-1 1,2-O-isopropylidene-3-O-cyclohex-2-enyl-5-aldoglucofuranose phenylhydrazone 
• 226948-31-8 (3aR,5R,6S,6aR)-6-(Cyclohex-2-enyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde oxime 
• 226948-34-1 (3aR,5R,6S,6aR)-6-(Cyclohex-2-enyloxy)-2,2-dimethyl-5-(2-nitro-ethyl)-tetrahydro-furo[2,3-d][1,3]dioxole 

Relevant academic research and scientific papers

Cyclization in situ of enose-/ynose-nitrilimines: An expedient approach to the synthesis of chiral glycopyrazoles and pyrazolonucleosides

Intramolecular [3+2] nitrilimine cycloaddition reactions on carbohydrate-derived substrates proceed in a regioselective fashion, affording structurally novel chiral glycopyrazoles (4-6 and 10a-c) in good yields. The products can be subsequently transformed to bicyclic pyrazoles (viz. 11 from 4) or nucleoside analogues (viz. 12 from 4).

Synthesis of chiral pyranocyclohexane, oxepanocyclohexane, and furylpyran and -oxepane systems by the application of intramolecular nitrone and nitrile oxide cycloaddition of carbohydrate derivatives

Chiral nonracemic pyranocyclohexanes 7 and 8 and oxepanocyclohexane 11 and 12 were obtained from a single 1,2-isopropylidene-3-O-cyclohexenyl carbohydrate aldehyde 4 via intramolecular nitrile oxide cycloaddition, and were converted to 2-(2'-tetrahydrofur