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Synthesis of substituted cyclopentanes based on intramolecular [3+2] cycloaddition of trimethylsilyl nitronates generated from 6-nitrohex-1-ene derivatives

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Abstract

A method for the stereoselective synthesis of substituted 4aS*,7aS*-hexahydrocyclopenta[c]pyran-3(1H)-one, promising synthon of isoprostanes, has been developed based on the intramolecular dipolar [3+2] cycloaddition of silyl nitronates generated from 6-nitrohex-1-ene derivative.

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Correspondence to V. V. Veselovsky.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 312–320, February, 2011.

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Lozanova, A.V., Stepanov, A.V., Osipova, O.D. et al. Synthesis of substituted cyclopentanes based on intramolecular [3+2] cycloaddition of trimethylsilyl nitronates generated from 6-nitrohex-1-ene derivatives. Russ Chem Bull 60, 319–327 (2011). https://doi.org/10.1007/s11172-011-0052-8

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  • DOI: https://doi.org/10.1007/s11172-011-0052-8

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