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The synthesis and spectral properties of 2,4-dioxabicyclo [3.3.1] nonanes

ScholarsArchive at Oregon State University

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Title The synthesis and spectral properties of 2,4-dioxabicyclo [3.3.1] nonanes
Names Provant, Stephen Glenn (creator)
Marvell, Elliot N. (advisor)
Date Issued 1963-06-28 (iso8601)
Note Graduation date: 1964
Abstract 3-Methyl-2,4-dioxabicyclo [3.3.1] nonane and 7-hydroxy-3-methyl-2, 4-dioxabicyclo [3.3.1] nonane were synthesized by the
method of Croxall, Glavis and Neher, although in low yields.
The structure of both compounds was proven by analytical
methods and analysis of their spectral properties.
Tentative configuration of C-3 in both compounds was
assigned on the assumption that the ring closing step is kinetically
controlled. Both configurations were shown to be present at C-7
in 7-hydroxy-3-methyl-2, 4-dioxabicyclo [3.3.1] nonane.
The conformation of both compounds was tentatively
assigned to the chair-boat form.
Genre Thesis/Dissertation
Topic Ring formation (Chemistry)
Identifier http://hdl.handle.net/1957/48720

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