An Improved Synthesis of 7,8-Bis(Methylene)-Bicyclo[2.2.2]Octa-2,5-Diene

References

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• Similarly to the E isomer, also (Z)-1,2-bis-(phenylsulfonyl)ethylene gave the corresponding adduct in 82% yield: mp 192–3 °C (toluene). 1H NMR (200 MHz, CDCl, TMS) δ (ppm): 2.82 (1H. dd. J = 5.8 and 3.1 Hz), 2.99 (1H. dd. J = 5.8 and 2.1 Hz). 3.31 (1H. m). 3.36 (3H. s). 3.64 (3H. s). 3.80–3.90 (2H. m). 4.09 (1H. dd. J = 9.8 and 1.8 Hz). 6.56 (1H. t. J = 7.0 Hz), 6.67 (1H. t. J = 7.0 Hz). 7.31–8.08 (10H. C.H, m). IR (KBr pellett) ν (cm−1): 3065, 3003, 2951, 1726, 1445, 1336, 1317, 1291, 1267, 1256, 1220, 1206, 1152, 1085, 1032, 767, 760, 745, 734, 722. Elemental Analysis: found (calcd for C, H, O, S), C 56.85 (57.12), H 4.71 (4.80)
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