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Synlett 2001; 2001(12): 1843-1846
DOI: 10.1055/s-2001-18750
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RhII-Catalyzed Thermal Cyclopropanations of a Phenyliodonium Bis(carbomethoxy)methylide with Alkenes and Dienes

Georgia Georgakopoulou* , Christos Kalogiros, Lazaros P. Hadjiarapoglou
  • *Section of Organic Chemistry and Biochemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, Greece; Fax: + 30(651)98799; E-mail: lxatziar@hotmail.com
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Publication Date:
04 December 2001 (online)

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Iodonium ylide 2, derived from dimethyl malonate, undergoes facile thermal cycloaddition with alkenes and dienes catalyzed with Rh2(OAc)4 to form the corresponding cyclopropanedicarboxylates and vinylcyclopropanedicarboxylates, respectively, in excellent yields.

hypervalent iodine - ylide - Rh-catalysis - alkene - 1,3-diene - cyclopropane