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Electrophilic trans quaternization of substituted 2-[2-cyclohexen-1-ylthio(seleno)]pyridines to 4a,10-a-cis-4,4a-trans-l,2,3,4,4a,10a-hexahydrobenzothiazolo(selenazolo)[3,2-a]pyridinium salts

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Abstract

It was established that the electrophilic quaternization of substituted 2-[2-cyclohexen-1-ylthio(seleno)]pyridines is a stereoselective process and proceeds as trans quaternization with the formation of 4a,10a-cis-4,4a-trans-1,2,3,4,4a,10a-hexahydrobenzothiazolo(selenazolo)[3,2-a]pyridinium salts.

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Authors and Affiliations

  1. T. G. Shevchenko Voroshilovgrad State Pedagogical Institute, 348011, Voroshilovgrad

    A. M. Shestopalov, V. N. Nesterov, Yu. A. Sharanin, V. P. Litvinov, V. Yu. Mortikov, V. E. Shklover & Yu. T. Struchkov

  2. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, 117334, Moscow

    A. M. Shestopalov, V. N. Nesterov, Yu. A. Sharanin, V. P. Litvinov, V. Yu. Mortikov, V. E. Shklover & Yu. T. Struchkov

  3. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, 117334, Moscow

    A. M. Shestopalov, V. N. Nesterov, Yu. A. Sharanin, V. P. Litvinov, V. Yu. Mortikov, V. E. Shklover & Yu. T. Struchkov

Authors
  1. A. M. Shestopalov
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  2. V. N. Nesterov
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  3. Yu. A. Sharanin
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  4. V. P. Litvinov
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  5. V. Yu. Mortikov
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  6. V. E. Shklover
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  7. Yu. T. Struchkov
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1506–1514, November, 1988.

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Shestopalov, A.M., Nesterov, V.N., Sharanin, Y.A. et al. Electrophilic trans quaternization of substituted 2-[2-cyclohexen-1-ylthio(seleno)]pyridines to 4a,10-a-cis-4,4a-trans-l,2,3,4,4a,10a-hexahydrobenzothiazolo(selenazolo)[3,2-a]pyridinium salts. Chem Heterocycl Compd 24, 1248–1256 (1988). https://doi.org/10.1007/BF00633504

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  • DOI: https://doi.org/10.1007/BF00633504

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