Russian Chemical Bulletin

, Volume 49, Issue 2, pp 378–380 | Cite as

On the mechanism of titanium-catalyzed cyclopropanation of esters with aliphatic organomagnesium compounds. Deuterium distribution in the reaction products of (CD3)2CHMgBr with ethyl 3-chloropropionate in the presence of titanium tetraisopropoxide

  • O. L. Epstein
  • A. I. Savchenko
  • O. G. Kulinkovich
Brief Communications


The reaction of (CD3)2CHMgBr with ethyl 3-chloropropionate in the presence of catalytic amounts of Ti(OPr)4 results in (E)-1-(2-chloroethyl)-3,3-dideuterio-2-trideuterio-methylcyclopropanol and (CD3)2CDH, identified by mass spectrometry. The reaction mechanism is discussed.

Key words

cyclopropanation cyclopropanols titanium alkoxides Grignard reagents esters β-elimination titanacyclopropanes 


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Copyright information

© Kluwer Academic/Plenum Publishers 2000

Authors and Affiliations

  • O. L. Epstein
    • 1
  • A. I. Savchenko
    • 1
  • O. G. Kulinkovich
    • 1
  1. 1.Department of Organic ChemistryBelorussian State UniversityMinskBelarus

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