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Diastereoselective synthesis of polyfunctional compounds based on the tandem sequence of threeAd E reactions using cyclic vinyl ethers as first alkene components

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

The reaction of the bicyclic thiophanium ions salts, generated by the sequential interaction ofp-TolSCI with dihydropyran or 1-methoxycycloalkene and then with an acyclic alkyl vinyl ether in the presence of a Lewis acid and with silicon- or tin-capped π-donors, proceeds with high diastereoselectivity at all newly created chiral centers.

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 82–94, January, 2000.

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Lazareva, M.I., Kryschenko, Y.K., Caple, R. et al. Diastereoselective synthesis of polyfunctional compounds based on the tandem sequence of threeAd E reactions using cyclic vinyl ethers as first alkene components. Russ Chem Bull 49, 85–97 (2000). https://doi.org/10.1007/BF02499071

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  • DOI: https://doi.org/10.1007/BF02499071

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