74862-83-2

Upstream product

• 13185-78-9 3,4-dideoxy-D-threo-hex-E-3-enitol 
• 98-59-9 p-toluenesulfonyl chloride 
• 53777-25-6 (E)-3,4-dideoxy-1,2:5,6-di-O-isopropylidene-erythro-3(E)-hex-3(E)-enitol 
• 3427-24-5 (2S,3E,5S)-1,2,5,6-tetrahydroxy-1,2:5,6-di-O-isopropylidene-hex-3-ene 
• 6027-47-0 (2S,3E,5S)-1,2,5,6-tetrahydroxy-hex-3-ene 

Downstream Products

• 947373-35-5 (2R,3E,5R)-1,6-di-(p-toluenesulfonyloxy)-2,5-bis-(tert-butyldimethylsilyloxy)-hex-3-ene 
• 74862-78-5 (2S,5S)-1,6-di-(p-toluenesulfonyloxy)-2,5-dihydroxy-hexane 

Relevant academic research and scientific papers

New C2 symmetric bis-aziridines efficient synthesis of (2S,5S)-1,6-di(p-toluenesulfonyloxy)-2,5-hexanediol, and (2S,3E,5S)-1,6-di(p-toluenesulfonyloxy)-2,5-hexenediol

The regioselective tosylation and functionalization of (S,S)-1,2,5,6-hexanetetrol is reported. The reductive aminocyclization of conformationally flexible diazidodiols by PPh3 leads to C2 symmetric bis-aziridines and to substituted furans.

New access to indolizidine and pyrrolizidine alkaloids from an enantiopure proline: Total syntheses of (-)-lentiginosine and (1R,2R,7aR)- dihydroxypyrrolizidine

(Chemical Equation Presented) A new approach to the synthesis of indolizidine and pyrrolizidine skeletons is reported. (-)-Lentiginosine and (1R,2R,7aR)-dihydroxypyrrolizidine have both been synthesized in 13 steps from di-O-isopropylidene-D-mannitol. The

SYNTHESIS OF 1,2:5,6-DIANHYDRO-3,4-DIDEOXY-erythro- AND -D-threo-HEXITOL AND THEIR E-3-ENE DERIVATIVES

Starting from 1,2:5,6-di-O-isopropylidene-D-mannitol and -D-glucitol, respectively, D-threo- and erythro-hex-E-3-enitol were synthesized: these were hydrogenated to the 3,4-dideoxy compounds, which were converted into the corresponding 1,2:5,6-dianhydride