323195-93-3

Upstream product

• 323195-85-3 Ethyl (2E)-3-(2,5-dimethoxy-4-methylphenyl)but-2-enoate 
• 678149-54-7 3-(2,5-dimethoxy-4-methylphenyl)but-2-enol 
• 636564-11-9 Acetic acid (S)-3-(2,5-dimethoxy-4-methyl-phenyl)-4-hydroxy-butyl ester 
• 636564-10-8 Acetic acid (R)-3-(2,5-dimethoxy-4-methyl-phenyl)-pent-4-enyl ester 
• 636564-12-0 Acetic acid (S)-3-(2,5-dimethoxy-4-methyl-phenyl)-4-(toluene-4-sulfonyloxy)-butyl ester 
• 323195-92-2 (2E)-3-(2,5-Dimethoxy-4-methylphenyl)but-2-enal 

Downstream Products

• 80952-78-9 (S)-(+)-Curcuhydroquinone 
• 69301-26-4 (S)-(-)-Curcuquinone 
• 289507-53-5 (S)-1-(2,5-dimethoxy-4-methylphenyl)ethyl diisopropylcarbamate 
• 323195-88-6 (3S)-3-(2,5-Dimethoxy-4-methylphenyl)butyl iodide 

Relevant academic research and scientific papers

First enantioselective total synthesis of (-)-heliannuol C

The first, efficient total synthesis of (-)-heliannuol C (1) was accomplished enantioselectively, using a chemoenzymatic desymmetrization of the σ-symmetrical diol, a ring closing metathesis, a diastereoselective epoxidation, and a regioselective reductiv

Baker's yeast-mediated enantioselective synthesis of the bisabolane sesquiterpenes (+)-curcuphenol, (+)-xanthorrhizol, (-)-curcuquinone and (+)-curcuhydroquinone

Fermenting baker's yeast converts the unsaturated aldehydes 5a-c into the saturated alcohols 6a-c, respectively. The microbial saturation of substrates adsorbed on a nonpolar resin proceeds in high chemical yields and shows complete enantioselectivity in the formation of the (S)-(+) isomers. Enantiopure 6a-c are versatile chiral building blocks for the synthesis of bisabolane sesquiterpenes. Their usefulness is shown in the preparation of (S)-(+)-curcuphenol, (S)-(+)-xanthorrhizol, (S)-(-)-curcuquinone and (S)-(+)-curcuhydroquinone. The Royal Society of Chemistry 2000.