Stereochemistry of heterocycles |
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Authors: | Yu Yu Samitov A S Yavorskii A I Gren' A V Bogat-skii O S Stepanova |
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Institution: | 1. I. I. Mechnikov Odessa State University, USSR 2. V. I. Ul'yanov-Lenin Kazan State University, USSR 3. Institute of Organic Chemistry, Academy of Sciences of the Ukrainian SSR, Odessa Branch, USSR
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Abstract: | 2-Methyl-and 2,5-dialkyl-5-phenoxy-1,3-dioxanes were synthesized and separated into their geometrical isomers by precision rectification. The configuration and conformations of these isomers were determined by PMR spectroscopy. It is shown that the low-boiling trans isomers exist primarily in the chair conformation with an equatorial phenoxy group, whereas the high-boiling cis isomers exist primarily in the chair conformation with an axial phenoxy group. |
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