[4.2. 2] Propella-3, 7-diene

LA Paquette, RW Houser

Index: Paquette,L.A.; Houser,R.W. Journal of the American Chemical Society, 1971 , vol. 93, # 18 p. 4522 - 4526

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Citation Number: 17

Abstract

Abstract:[4.2. 2] Propella-3, 7-diene (l), the most highly strained unsaturated propellane known to date, has been synthesized. Treatment of cis-l, 6-bis (methanesulfonyloxymethyl) bicyclo [4.2. O] oct-3-ene with sodium sulfide in anhydrous hexamethylphosphoramide gave 8-thia [4.3. 2] propell-3-ene (9, chlorination-oxidation of which afforded a mixture of a-chloro sulfones 6 (68%) and 7 (32%). The relative configurations of the chlorine atoms in these ...