Oxygen participation induced by increased electron demand

JB Lambert, EG Larson

文献索引：Lambert, Joseph B.; Larson, Eric G. Journal of the American Chemical Society, 1985 , vol. 107, # 25 p. 7546 - 7550

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被引用次数: 10

摘要

Abstract: cis, endo-7-Oxabicyclo [2.2. 1] hepta-2, 3-diyl dibrosylate (6) acetolyzes faster than its diexo isomer (exo/endo ratio of 0.68 at 25" C). In the corresponding monobrosylate series, the exo isomer acetolyzes more rapidly than the endo isomer (exo/endo ratio of 590 at 25 W). These kinetic results, together with product studies, indicate that the 7-oxygen does not participate in departure of the endo leaving group in the monobrosylate. Increased ...