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.
Similar content being viewed by others
References
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].
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].
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].
E.J.Corey and M.Chaykovsky,J.Am.Chem.Soc, 1965,87, 1345.
H.Stetter,Metoden der Organischen Chemie (Hauben-Weyl), Ed.E.Muller, Georg Thieme Verlag, Stuttgart, 1976, B 7/2b, S.1325.
F.H.Allen, O.Kennard, D.G.Watson, L.Brammer, A.G.Orpen, and R.Taylor,J.Chem.Soc, Perkin Trans.2, 1987, 1.
P.Gillespie,Molecular geometry, Van Nostrand Reihhold, London, 1972
Author information
Authors and Affiliations
Additional information
Deceased Nov., 1, 1992.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 118–122, January, 1993.
Rights and permissions
About this article
Cite this article
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
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00699987