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2, 4-Methano-2, 4-dehydroadamantane. A [3.1. 1] propellane

K Mlinaric-Majerski, Z Majerski

文献索引:Mlinaric-Majerski,K.; Majerski,Z. Journal of the American Chemical Society, 1980 , vol. 102, p. 1418

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被引用次数: 26

摘要

In this case one now anticipates, and finds, an isotope discrimination. Again, using the formalism of the perepoxide for purposes of discussion, one sees that, in 7, the system has a choice of abstracting D from the chiral center or reacting with methyl CH bonds and, in 8, a choice of-H or the methyl CH. We find an isotope effect of 1.2. This is exactly half the effect (1.4) found for the system 9, which is ideally suited for 1 a 2 cis competition on both top ...