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Synthesis of γ-sultones based on conversion of adamantane-type olefins

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Chemistry of Heterocyclic Compounds Aims and scope

γ-Sultones condensed with the homoadamantane polycycle were synthesized by sulfonation of 1-(adamant-1-yl)-substituted olefins. The formation of γ-sultones containing a substituent at the α-position to the sulfonyl group occurs stereospecifically: 1Н and 13С NMR data support the formation of only the threo diastereomer.

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Figure 1

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Notes

  1. Ad – signals of the homoadamantane (adamantane in the spectrum of compound 2е) fragment.

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This work was supported by funding from the Ministry of Education and Science of the Russian Federation within the framework of the Project part of the State Assignment № 4.1440.2014/К as well as by funding from the Russian Foundation for Basic Research (grant 15-43-02536 r_povolzhye_a).

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Authors and Affiliations

  1. Samara State Technical University, 244 Molodogvardeiskaya St., Samara, 443100, Russia

    Marat R. Baimuratov, Marina V. Leonova & Yuri N. Klimochkin

  2. Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow, 119991, Russia

    Victor B. Rybakov

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  1. Marat R. Baimuratov
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  2. Marina V. Leonova
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  3. Victor B. Rybakov
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  4. Yuri N. Klimochkin
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Correspondence to Marat R. Baimuratov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2015, 51(6), 582–585

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Baimuratov, M.R., Leonova, M.V., Rybakov, V.B. et al. Synthesis of γ-sultones based on conversion of adamantane-type olefins. Chem Heterocycl Comp 51, 582–585 (2015). https://doi.org/10.1007/s10593-015-1740-3

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