455331-86-9

Upstream product

• 455331-85-8 (+)-zonarol dibenzyl ether 
• 69880-60-0 (+)-zonarol dimethyl ether 
• 39707-54-5 (+)-zonarol 
• 112709-39-4 (+)-albicanic acid methyl ester 
• 293309-97-4 (8aR)-albicanal 
• 293310-02-8 C₃₁H₄₆O₄ 
• 293312-50-2 (11R,S)-11-(2',5'-di(tetrahydropyran-2-yloxy)-1'-phenyl)drim-8⁽¹²⁾-en-11-ol 
• 455331-73-4 (11R,S)-11-(2',5'-dimethoxy-1'-phenyl)drim-8⁽¹²⁾-en-11-ol 
• 39707-56-7 (+)-zonarone 
• 112709-43-0 (1R,4aR,8aR)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl-methanol 

Downstream Products

• 455331-88-1 (+)-yahazunol dibenzyl ether 
• 69809-36-5 yahazunol 

Relevant academic research and scientific papers

Total synthesis of yahazunol, zonarone and isozonarone

The synthesis of the marine natural products zonarone and isozonarone was achieved via (+)-albicanic acid, a sesquiterpene of the drimane type. Coupling of the appropiate drimane-synthon with lithiated hydroquinone ethers led to sesquiterpene arenes, which were further modified to the target molecules. Stereoselective epoxidation followed by regioselective opening of the oxirane ring yielded yahazunol.