150222-21-2

Upstream product

• 1427307-14-9 methyl 6-((2R,5S,6S)-5-acetoxy-6-methyl-1-tosylpiperidin-2-yl)hexanoate 
• 150222-16-5 (2S,3S,6S)-6-allyl-3-hydroxy-2-methyl-N-tosyl-piperidine 
• 150222-19-8 ethyl <6-(2'S,3'S,6'S)-(3'-benzyloxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-2,4-hexadienoate 
• 150222-15-4 (2S,3S,6S)-6-allyl-3-benzoyloxy-2-methyl-N-tosyl-piperidine 
• 150222-14-3 (2S,3R,6S)-6-allyl-2-methyl-N-tosylpiperidin-3-ol 
• 150222-20-1 ethyl <6-(2'S,3'S,6'S)-(3'-hydroxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-hexanoate 
• 150222-17-6 (2S,3S,6S)-6-allyl-3-benzyloxy-2-methyl-N-tosyl-piperidine 

Relevant academic research and scientific papers

Synthesis of azimic acid using hydroformylation

A synthesis of the alkaloid azimic acid has been achieved using double hydroformylation with a single tandem condensation to form the six membered ring. The oxygen substituent was introduced by diastereoselective dihydroxylation, cis to the existing alkyl substituent. The methyl substituent was introduced via an iminium ion intermediate under stereoelectronic control.

A New Concise Stereoselective Total Synthesis of (+)-Azimic Acid

A new concise stereoselective total synthesis of (+)-azimic acid, which is the immediate precursor of macrocyclic dilactone azimine, has been achieved in eleven steps from (2S,6S)-6-hydroxy-2-methyl-N-tosyl-Δ4-piperidone-3 (5) with a high overa