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Stereoselective addition of CCl4 to 2S-methoxycarbonylN-(trans-cinnamoyl)pyrrolidine in the presence of Fe(CO)5 or Fe2(CO)9

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Abstract

Addition of CCl4 to 2S-methoxycarbonyl-N-(trans-cinnamoyl)pyrrolidine in the presence of Fe(CO)5 or Fe2(CO)9 results in predominant formation of one of four possible optical isomers of the adduct PhCHClCH(CCl3)C(O)R (R=2S-methoxycarbonylpyrrolidyl).

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References

  1. 1.

    N. A. Porter, B. Giese, and D. P. Curran,Acc. Chem. Res., 1991,24, 296.

  2. 2.

    D. P. Gurran, E. Eichenberger, M. Acetonellis, M. G. Roepel, and G. Thoma,J. Am. Chem. Soc., 1994,116, 4279.

  3. 3.

    R. G. Gasanov, S. O. Videnskaya, L. V. Il'inskaya, and Yu. N. Belokon',Izv. Akad. Nauk, Ser. Khim., 1994, 1783 [Russ. Chem. Bull., 1994, 1783 (Engl. Transl.)].

  4. 4.

    R. G. Gasanov, S. O. Videnskaya, V. V. Pinyaskin, and I. V. Stankevich,Izv. Akad. Nauk, Ser. Khim., 1995, 452 [Rus. Chem. Bull., 1995 (Engl. Transl.)].

  5. 5.

    G. Thoma, D. P. Gussan, S. V. Geib, B. Giese, W. Damm, and F. Wetterich,J. Am. Chem. Soc., 1993,115, 8585.

  6. 6.

    B. Giese, M. Zehnder, M. Roth, and H.-G. Zeitz,J. Am. Chem. Soc., 1990,112, 6741.

  7. 7.

    N. Kamigata and M. Kameyama,J. Synt. Org. Chem. (Japan), 1980,47, 436.

  8. 8.

    L. V. Rybin and M. I. Rybinskaya,Usp. Khim., 1993,62, 680 [Russ. Chem. Rev., 1993 (Engl. Transl.)].

  9. 9.

    R. G. Gasanov, S. O. Videnskaya, L. V. Il'inskaya, Yu. N. Belokon', A. R. Pisarevskii, and Yu. T. Struchkov,Dokl. Akad. Nauk, 1994,366, 485 [Dokl. Chem., 1994 (Engl. Transl.)].

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1390–1392, July, 1995.

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Gasanov, R.G., Videnskaya, S.O. & Il'inskaya, L.V. Stereoselective addition of CCl4 to 2S-methoxycarbonylN-(trans-cinnamoyl)pyrrolidine in the presence of Fe(CO)5 or Fe2(CO)9 . Russ Chem Bull 44, 1342–1343 (1995). https://doi.org/10.1007/BF00700916

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Key words

  • Stereoselective radical addition
  • iron carbonyls