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Prostanoids: LXXXVI. Synthesis and Reductive Transformations of 2-Chloro-4,4-ethylenedioxy-3-phenylsulfanyl-2-cyclopentenone

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Abstract

The reduction of 2-chloro-4,4-ethylenedioxy-3-phenylsulfanyl-2-cyclopentenone with sodium tetra-hydridoborate in ethanol yields 3-chloro-4-hydroxy-2-phenylsulfanyl-2-cyclopentenone, while with the use of lithium aluminum hydride in tetrahydrofuran or the system Zn/NH4Cl in methanol products of more profound reduction are obtained.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia

    N. A. Ivanova, A. A. Khusainova, F. G. Shangiraeva, R. R. Akhmetvaleev & M. S. Miftakhov

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  1. N. A. Ivanova
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  2. A. A. Khusainova
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  3. F. G. Shangiraeva
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  4. R. R. Akhmetvaleev
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  5. M. S. Miftakhov
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Ivanova, N.A., Khusainova, A.A., Shangiraeva, F.G. et al. Prostanoids: LXXXVI. Synthesis and Reductive Transformations of 2-Chloro-4,4-ethylenedioxy-3-phenylsulfanyl-2-cyclopentenone. Russian Journal of Organic Chemistry 39, 1489–1492 (2003). https://doi.org/10.1023/B:RUJO.0000010567.22691.a5

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  • DOI: https://doi.org/10.1023/B:RUJO.0000010567.22691.a5

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