477770-81-3

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 178239-06-0 ((E)-3-(4-benzyloxy)-3,5-dimethoxyphenyl)prop-2-en-1-ol 
• 41628-47-1 ethyl (2E)-3-[4-hydroxy-3,5-bis(methyloxy)phenyl]-2-propenoate 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 134-96-3 syringic aldehyde 
• 6527-32-8 4-(benzyloxy)-3,5-dimethoxybenzaldehyde 
• 178611-06-8 (E)-ethyl 3-(4-(benzyloxy)-3,5-dimethoxyphenyl)acrylate 

Downstream Products

• 83327-22-4 (2R,3R)-daphneticin 
• 83327-22-4 (2S,3S)-daphneticin 
• 477770-85-7 (1S,2R)-7-benzyloxy-8-[2,3-epoxy-1-(4-benzyloxy-3,5-dimethoxyphenyl)propoxy]coumarin 
• 1352451-14-9 threo-(1R,2R)-1-(4'-benzyloxy-3',5'-dimethoxyphenyl)-1-O-2''-tetrahydropyrane-2-propanol 
• 1352451-15-0 threo-(1R,2R)-1-(3',5'-dimethoxy-4'-methoxymethoxyphenyl)-1-O-2''-tetrahydropyrane-2-propanol 
• 1352451-13-8 (-)-(1R,2S)-2-(4'-allyl-2',6'-dimethoxyphenoxy)-1-(4''-hydroxy-3'',5''-dimethoxyphenyl)propan-1-ol 
• 477770-86-8 (1S,2R)-7-hydroxy-8-[2,3-epoxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propoxy]coumarin 
• 477770-78-8 daphneticin 

Relevant academic research and scientific papers

Synthesis of (1R,2S)-2-(4'-allyl-2',6'-dimethoxyphenoxyl)-1-(4''-hydroxy- 3'', 5''-dimethoxyphenyl)propan-1-ol

The asymmetric synthesis of the natural neolignan (1R,2S)-2-(4'-allyl-2', 6'-dimethoxyphenoxyl)-1-(4''-hydroxy-3'',5''- dimethoxyphenyl)propan-1-ol based on an asymmetric dihydroxylation as a key reaction using AD-mix-β to preparing the chiral threo-(1R,2R)-glycerol. The reaction, threo-alcohols were inverted by an SN2 reaction into erythro-(1R,2S)-isomers.

First enantioselective synthesis of daphneticin and its regioisomer

An enantioselective total synthesis of chiral daphneticin and its regioisomer is reported for the first time.