182700-66-9

Upstream product

• 104900-74-5 Acetic acid (S)-5,5-dimethyl-4-oxo-cyclopent-2-enyl ester 
• 599-04-2 (R)-Pantolacton 
• 166275-03-2 (S)-3-(methoxymethoxy)-2,2-dimethylpent-4-en-1-ol 
• 165450-30-6 3R-(-)-dihydro-4,4-dimethyl-3-<(methoxymethyl)oxy>-2(3H)-furanone 
• 98-59-9 p-toluenesulfonyl chloride 
• 1297322-20-3 (S)-5,5-dimethyl-4-oxocyclopent-2-enyl 4-toluenesulfonate 
• 1297322-18-9 (S)-4-(methoxymethoxy)-5,5-dimethylcyclopent-2-enone 
• 1297322-16-7 (S)-5-(methoxymethoxy)-4,4-dimethylhepta-1,6-dien-3-ol 
• 1297322-25-8 (S)-3-(methoxymethoxy)-2,2-dimethylpent-4-enal 
• 1297322-23-6 C₈H₁₆O₄ 
• 1297322-27-0 (S)-4-(methoxymethoxy)-5,5-dimethylcyclopent-2-enol 
• 140624-24-4 Acetic acid (1S,2S,5R)-3,3,6,6-tetramethyl-4-oxo-bicyclo[3.1.0]hex-2-yl ester 
• 148410-05-3 4-exo-hydroxy-3,3,6,6-tetramethylbicyclo[3.1.0]hexan-2-one 

Downstream Products

• 26771-11-9 (1R)-cis-chrysanthemic acid 

Relevant academic research and scientific papers

An enantiospecific route to (+)-(1R,3S)-cis-chrysanthemic acid from (-)-d-pantolactone

In this paper, a novel route for the synthesis of (+)-(1R,3S)-cis- chrysanthemic acid is described. The use of readily available (-)-d-pantolactone as a starting point, application of ring-closing metathesis to form the cyclopentene intermediate, and Haller-Bauer/Grob-type fragmentation to form the target compound are the highlights of the present synthesis. Georg Thieme Verlag Stuttgart.

Novel synthesis of vinyl cyclopropane carboxylic acids: Application to the synthesis of (d,l)- and (d)-cis-chrysanthemic acid

Reaction of sulfur ylides with suitably 4-functionalized-5,5-dimethyl-2-cyclopentenones allows an efficient entry to the bicyclo[3.1.0]hexan-2-one skeleton which proved to be a valuable precursor of vinyl cyclopropane carboxylic acids. Application to the synthesis of (d,l)- and (d)-(cis)-chrysanthemic acid is described.