271252-15-4

Upstream product

• 54730-18-6 bromomethanesulfonyl bromide 
• 57293-39-7 1-Phenyltricyclo<4.1.0.0.^2,7>heptane 

Downstream Products

• 271252-19-8 Anti-7-methoxy-syn-7-phenylbicyclo[3.1.1]heptane-spiro-1'-exo-2'-thiacyclopropane-S,S-dioxide 
• 271252-51-8 syn-7-Bromomethylsulfonyl-exo-6-hydroxy-endo-6-phenylbicyclo[3.1.1]heptane 

Relevant academic research and scientific papers

Transformations of exo -6-Bromo-syn-7-bromo(chloro)methylsulfonyl-endo-6-phenylbicyclo[3.1.1]heptane under conditions of Ramberg-Beklund reactions

Bromo and chloromethylsulfonyl bromides add to 1-phenyltricyclo[4.1.0.02,7]heptane exclusively across the central C1-C7 bond regio and stereoselectively to afford exo-6-bromo-syn-7-bromo(chloro)-methylsulfonyl-endo-6-phenylbicyclo[3.1.1]heptanes On boiling in the water-dioxane NaOH solution the dibromoadduct yields 7-methylen-endo-6-phenyl-exo-6-bicyclo|3.I.lJheptanol and 2-phenyl-3-oxa-5-thiatricyclo[4.1.0.02,7]decane-S,S-dioxide, and bromochloroadduct yields only those S,S-dioxide. The methanolysis of the dibromoadduct gives syn-7-bromomethylsulfonyl-exo-6-methoxy-endo-6-phenylbicyclo-[3.1.1]heptane which when treated with potassium tert-butylate in THF affords anti-7-methoxy-syn-6-phenylbicyclo[3.1.1]heptane-6-spiro-1'-exo-2'-thiacyclopropane-S,S-dioxide. The structure of both S,S-dioxides is confirmed by X-ray diffraction study.