475503-78-7

Upstream product

• 502506-84-5 (1R,3R,4S)-8-phenylmenthyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate 
• 502506-90-3 ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-((tert-butyldimethylsilyl)oxy)-4-(hydroxymethyl)pent-4-enoate 
• 502506-97-0 (2S,3S)-3-[2,3-Bis-(3,4-dichloro-benzyloxy)-4-methyl-phenyl]-2-(tert-butyl-dimethyl-silanyloxy)-4-formyl-pent-4-enoic acid ethyl ester 
• 502506-89-0 ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-((tert-butyldimethylsilyl)oxy)-4-methylpent-4-enoate 
• 502506-91-4 (2S,3R,4S)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-((tert-butyldimethylsilyl)oxy)-4-methyl-δ-valerolactone 
• 502506-88-9 ethyl (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoate 
• 502506-87-8 (2S,3R)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methylpent-4-enoic acid 
• 502506-96-9 2,3-bis(3,4-dichlorobenzyloxy)-4-(2-methylpropenyl)toluene 
• 502506-83-4 2,3-bis(methoxymethoxy)-4-(2-methylpropenyl)toluene 
• 502506-86-7 2,3-bis(methoxymethoxy)-4-methylbenzaldehyde 
• 502506-95-8 3-methyl-6-(2-methylpropenyl)benzene-1,2-diol 
• 488-17-5 3-methylbenzene-1,2-diol 
• 502506-94-7 (2S,3R,4S)-3-[2,3-bis(3,4-dichlorobenzyloxy)-4-methylphenyl]-2-hydroxy-4-methyl-δ-valerolactone 

Relevant academic research and scientific papers

Total synthesis of the mushroom metabolite (+)-calopin

A synthesis of (+)-calopin (1a) was achieved employing a highly stereoselective ene reaction between 8-phenylmenthyl glyoxylate (3) and the β,β-dimethylstyrene 4c. Transesterification of the resulting homoallylic alcohol 5c, followed by allylic oxidation and hydrogenation yielded the δ-lactone 13 which was deprotected to the natural product 1a.