New ring system. 2, 6-Dioxabicyclo [2.2. 2] octane, a highly reactive bicyclic acetal

HK Hall Jr, LJ Carr, R Kellman…

Index: Hall,H.K. et al. Journal of the American Chemical Society, 1974 , vol. 96, # 23 p. 7265 - 7269

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Citation Number: 25

Abstract

Abstract: A convenient synthesis of 2, 6-dioxabicyclo [2.2. 2] octane (3), the parent compound of a new ring system, has been worked out. This bicyclic acetal is highly reactive, oligomerizing in the solid phase at room temperature and hydrolyzing several orders of magnitude faster than related model compounds. Lewis and proton acids readily polymerized 3 to the 1, 4-pyra-nose homopolymer 4, qnh 0.1 3-1.1. Stereoregular ...

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