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Synthesis 2002(7): 0853-0855
DOI: 10.1055/s-2002-28516
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Reaction of 3-(1-Hydroxycyclohexyl)-2-propynenitrile with Tris[2-(4-pyridyl)ethyl]phosphine Oxide

Boris A. Trofimov*, Ludmila V. Andriyankova, Svetlana I. Shaikhudinova, Tat’yana I. Kazantseva, Anastasiya G. Mal’kina, Andrei V. Afonin
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Favorsky Street 1, 664033 Irkutsk, Russia
Fax: +7(3952)396046; e-Mail: bat@irioch.irk.ru;
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Publication History

Received 17 January 2002
Publication Date:
14 May 2002 (online)

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Abstract

3-(1-Hydroxycyclohexyl)-2-propynenitrile reacts with tris[2-(4-pyridyl)ethyl]phosphine oxide to form mono-, bis- and tris{5-spirocyclohexyl-4-cyanomethylene-1,3-oxazolidine[3,2-a]-2-[4-(1,2-dihydropyridyl)]ethyl}phosphine oxides.

Key words

alkynes - pyridines - heterocycles - phosphorus - stereoselective synthesis

    References

  • 1 Viehe HG. In Chemistry of Acetylenes   Viehe HG. Marcel Dekker; New York: 1969. 
    Google Scholar
  • 2 Dickstein JI. Miller SI. In The Chemistry of the Carbon-Carbon Triple Bond   Part 2:  Patai S. Wiley; New York: 1978.  p.879-892  
    Google Scholar
  • 3 Trofimov BA. Andriyankova LV. Zhivet’ev SA. Mal`kina AG. Voronov VK. Tetrahedron Lett.  2002,  43,6:  1098 
    Google Scholar
  • 4 Trofimov BA. Mal’kina AG. Skvortsov YuM. Zh. Org. Khim.  1993,  29, 6:  1268;   Chem. Abstr.  1994,  120:  216196n 
    Google Scholar
  • 5 Trofimov BA. Mal’kina AG. Heterocycles   1999,  51, 10:  2485 
    CrossrefGoogle Scholar
  • 6 Gusarova NK. Trofimov BA. Mal’kina AG. Shaikhudinova SI. Belogorlova NA. Arbuzova SN. Nepomnyashchikh KV. Dmitriev VI. Zh. Obshch. Khim.  1997,  67, 1:  70;   Chem. Abstr.  1998,  128:  257494s 
    Google Scholar
  • 7 Gusarova NK. Trofimov BA. Malysheva SF. Arbuzova SN. Shaikhudinova SI. Dmitriev VI. Polubentsov AV. Albanov AI. Zh. Obshch. Khim.  1993,  63, 1:  53;   Chem. Abstr.  1993,  119:  139327f 
    Google Scholar
  • 8 Trofimov BA. Shaikhudinova SI. Dmitriev VI. Nepomnyashchikh K . Kazantseva TI. Gusarova NK. Zh. Obshch. Khim.  2000,  70, 1:  43 
    Google Scholar
  • 9 Landor SR. Demetriou B. Grzeskowiak R. Pavey D. J. Organomet. Chem.  1975,  93:  129 
    CrossrefGoogle Scholar
  • 10 Skvortsov YuM. Mal’kina AG. Volkov AN. Trofimov BA. Oleinikova EB. Kasin IV. Gedymin VV. Izv. Acad. Nauk SSSR. Ser. Khim.  1978,  N4:  872  ; Chem. Abstr.  1978,  89:  24231q 
    Google Scholar