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Annulation of unsaturated silyl nitronates

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Abstract

The intramolecular dipolar [3+2]-cycloaddition of acyclic δ,ɛ- and ɛ, ζ-unsaturated silyl nitronates was used in the stereoselective synthesis of functionalized cyclopentanone and cyclohexanone, respectively. The reaction with the γ,δ-unsaturated analog did not afford the corresponding cyclobutanone.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    A. V. Lozanova, M. V. Zlokazov & V. V. Veselovsky

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  1. A. V. Lozanova
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  2. M. V. Zlokazov
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  3. V. V. Veselovsky
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Correspondence to V. V. Veselovsky.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 0696–0700, March, 2014.

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Lozanova, A.V., Zlokazov, M.V. & Veselovsky, V.V. Annulation of unsaturated silyl nitronates. Russ Chem Bull 63, 696–700 (2014). https://doi.org/10.1007/s11172-014-0494-x

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  • DOI: https://doi.org/10.1007/s11172-014-0494-x

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