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Michael reactions withtrans-3-isopropenyl-2-phenylthiocyclopentan-1-one andtrans-3-isopropenyl-2-phenylsulfonylcyclopentan-1-one

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

The condensation of methyl acrylate with the title β-ketosulfide and β-ketosulfone was studied. The primary adduct of β-ketosulfone with acrolein readily undergoes intramolecular aldolization to give bicyclo[3.2.1]octane derivatives. The molecular structure of one of them was elucidated by X-ray analysis.

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References

  1. B.T.Zhuzbaev, V.V.Veselovsky, and A.M.Moiseenkov,Izv.Akad.Nauk SSSR, Ser.Khim., 1991, 1569 [Bull.Acad.Sci. USSR, Div.Chem.Sci., 1991,40, 1386].

  2. B.T.Zhuzbaev, V.V.Veselovsky, and A.M.Moiseenkov,Izv.Akad.Nauk SSSR, Ser.Khim., 1991, 2578 [Bull.Acad.Sci. USSR.Div.Chem.Sci., 1991,40, 2252].

  3. V.V.Veselovsky, B.T.Zhuzbayev, S.M.Adekenov, A.S.Shashkov, and A.M.Moiseekov,Izv.Russ.Akad.Nauk, Ser.Khim., 1992, 658 [Bull.Acad.Sci.Div.Chem.Sci, 1992, 517].

  4. E.J.Corey and M.Chaykovsky,J.Am.Chem.Soc, 1965,87, 1345.

    Google Scholar 

  5. H.Stetter,Metoden der Organischen Chemie (Hauben-Weyl), Ed.E.Muller, Georg Thieme Verlag, Stuttgart, 1976, B 7/2b, S.1325.

    Google Scholar 

  6. F.H.Allen, O.Kennard, D.G.Watson, L.Brammer, A.G.Orpen, and R.Taylor,J.Chem.Soc, Perkin Trans.2, 1987, 1.

    Google Scholar 

  7. P.Gillespie,Molecular geometry, Van Nostrand Reihhold, London, 1972

    Google Scholar 

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Deceased Nov., 1, 1992.

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 118–122, January, 1993.

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Veselovsky, V.V., Zhuzbaev, B.T., Turdybekov, K.M. et al. Michael reactions withtrans-3-isopropenyl-2-phenylthiocyclopentan-1-one andtrans-3-isopropenyl-2-phenylsulfonylcyclopentan-1-one. Russ Chem Bull 42, 106–110 (1993). https://doi.org/10.1007/BF00699987

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  • DOI: https://doi.org/10.1007/BF00699987

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