109010-45-9

Upstream product

• 16336-54-2 p-tolyl vinyl sulfide 
• 542-92-7 cyclopenta-1,3-diene 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 106-45-6 para-thiocresol 
• 54828-68-1 (R)-p-tolyl vinyl sulfoxide 
• 89279-83-4 (1R,4R,5R)-5-((R)-Toluene-4-sulfinyl)-bicyclo[2.2.1]hept-2-ene 
• 89279-83-4 (1S,4S,5R)-5-((R)-Toluene-4-sulfinyl)-bicyclo[2.2.1]hept-2-ene 

Relevant academic research and scientific papers

2-Azabicyclo[2.2.1]hept-5-enes from 7-azabicyclo[2.2.1]heptadienes by tandem intermolecular radical addition - Homoallylic radical rearrangement

Addition of thiols to 7-azabicyclo[2.2.1]heptadienes such as 16 leads exclusively to 7-thio-substituted 2-azabicyclo[2.2.1]hept-5-enes 17 in good yields via tandem intermolecular radical addition - homoallylic radical rearrangement.

A non-outer sphere mechanism for the ionization of aryl vinyl sulfides by triarylaminium salts

Evidence is presented that the formation of aryl vinyl sulfide cation radicals from the corresponding neutral precursors via reaction with tris(4- bromophenyl)aminium hexachloroantimonate in the context of a cation radical Diels-Alder addition to 1,3-cyclopentadiene does not occur via outer sphere electron transfer but by a mechanism involving strong covalent interaction between the aminium salt acting as an electrophile and the aryl vinyl sulfide substrate acting as a nucleophile.

INVESTIGATION OF A CHIRAL MASKED KETENE SYNTHON. SYNTHESIS OF THE (+)-(1R,4R) and (-)-(1S,4S) ENANTIOMERS OF DEHYDRONORCAMPHOR

The Diels-Alder reaction between (+)-(R)-p-tolyl vinyl sulphoxide and cyclopentadiene gives four separable diastereoisomers.The two most abundant were transformed by a two-step procedure into the two enantiomers of dehydronorcamphor (bicyclohept-5-