91789-38-7

Upstream product

• 50626-34-1 5-(Tosyloxymethyl)bicyclo<2.2.1>hept-2-ene 
• 107-21-1 ethylene glycol 
• 120-74-1 endo-norbornenecarboxylic acid 
• 15507-06-9 5-norbornene-2-methanol 
• 934-30-5 5-norbornene-endo-2-carboxylic acid 
• 542-92-7 cyclopenta-1,3-diene 
• 7732-50-5 6-endo-hydroxy-5-exo-iodonorbornan-2-endo-ylcarboxylic acid γ-lactone 

Downstream Products

• 91789-40-1 Trifluoro-acetic acid (1R,2S,4R,5R)-5-(toluene-4-sulfonyloxymethyl)-bicyclo[2.2.1]hept-2-yl ester 

Relevant academic research and scientific papers

Inductive Charge Dispersal in the Solvolyses of 4- and 5-Substituted 2-Norbonyl p-Toluenesulfonates

The solvolysis rates and products of 4- and 5-exo-substituted 2-exo- and 2-endo-norbornyl tosylates 9 and 10, respectively are reported.The logarithms of the rate constans (log k) correlate linearly with the inductive constans ?Iq for the substituents.A comparison of the reaction constans ρI for the 4-, 5-, 6-, and 7-substituted 2-exo- and 2-endo-tosylates 9, 10, 1, and 2 respectively, indicates that inductivity is higher for 2-exo-ionization than for 2-endo-ionization in all series.This observation is attributed to the more favorable alignment of neighboring C-atoms for dorsal participation in exo-ionization, especially, in the case of C(6).

Synthesis of 2,5- and 2,6-Norbornane Derivatives with Prostaglandin-like Side Chains

Norborn-5-en-2-endo-ylmethyl toluene-4-sulphonate, readily prepared from Diels-Alder adduct of cyclopentadiene and acrylic acid, has been converted, in six and seven stages respectively, into the prostaglandin-like compounds 2-endo-(6-carboxyhex-2-enyl)norbornan-5- and -6-exo-yl 2-hydroxyheptyl ethers.The synthesis of the former compounds involves a novel hydroxyethoxy mercuriation of a norbornene double bond.