175293-58-0

Upstream product

• 175293-57-9 (1R,2S,3R)-1-(3,4-Dimethoxy-phenyl)-1-hydroxy-6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalene-2,3-dicarboxylic acid bis-((S)-methoxycarbonyl-phenyl-methyl) ester 

Downstream Products

• 59527-51-4 (1R,2S,3S)-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalene-2,3-dicarboxylic acid dimethyl ester 
• 59573-53-4 isolariciresinol dimethyl ether 

Relevant academic research and scientific papers

The asymmetric synthesis of aryltetralin lignans: (-)-isolariciresinol dimethyl ether and (-)-deoxysikkimotoxin

The total asymmetric syntheses of (-)-isolariciresinol dimethyl ether (6) and (-)-deoxysikkimotoxin (7) have been carried out, in an attempt to exploit a synthetic strategy recently developed for the synthesis of (-)-deoxypodophyllotoxin (1, R1 = -CH2-, Ar = 3,4,5-trimethoxyphenyl). In so doing, a generalized method for the synthesis of aryltetralin lignans has been developed that should be applicable to a variety of substitution patterns and stereochemistries. A one-pot, 100% regio-selective reduction-lactonization procedure has been developed for the conversion of the ester 18b to (-)-deoxysikkimotoxin, which gave 93% isolated yield in that step.