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Stereochemistry of heterocycles

XXXIX. Stereochemistry of 2-methyl-5-alkyl-5-phenoxy-1.3-dioxanes

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Chemistry of Heterocyclic Compounds Aims and scope

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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Authors and Affiliations

  1. I. I. Mechnikov Odessa State University, USSR

    Yu. Yu. Samitov, A. S. Yavorskii, A. I. Gren', A. V. Bogat-skii & O. S. Stepanova

  2. V. I. Ul'yanov-Lenin Kazan State University, USSR

    Yu. Yu. Samitov, A. S. Yavorskii, A. I. Gren', A. V. Bogat-skii & O. S. Stepanova

  3. Institute of Organic Chemistry, Academy of Sciences of the Ukrainian SSR, Odessa Branch, USSR

    Yu. Yu. Samitov, A. S. Yavorskii, A. I. Gren', A. V. Bogat-skii & O. S. Stepanova

Authors
  1. Yu. Yu. Samitov
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  2. A. S. Yavorskii
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  3. A. I. Gren'
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  4. A. V. Bogat-skii
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  5. O. S. Stepanova
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Additional information

See [1] for communication XXXVIII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1036–1041, August, 1975.

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Samitov, Y.Y., Yavorskii, A.S., Gren', A.I. et al. Stereochemistry of heterocycles. Chem Heterocycl Compd 11, 904–908 (1975). https://doi.org/10.1007/BF00470487

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  • DOI: https://doi.org/10.1007/BF00470487

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