Bredt's rule. II. Synthesis of bicyclo [4.2. 1] non-1-ene and bicyclo [4.2. 1] non-1 (8)-ene

JR Wiseman, HF Chan, CJ Ahola

Index: Wiseman,J.R. et al. Journal of the American Chemical Society, 1969 , vol. 91, # 10 p. 2812 - 2813

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Citation Number: 26

Abstract

We have postulated that a close relationship exists between the strain energy of bridged bicyclic bridgehead alkenes and the strain energy of truns-cycloalkenes.'This hypothesis leads to the prediction that bridged bicyclic alkenes in which the bridgehead double bonds are endocyclic in rings of at least eight members should be sufficiently stable to allow their synthesis and isolation. The pertinence of this simple relationship has been demonstrated ...