Unexpected substituent effect in the stereoselective synthesis of trifluoromethyl group containing cyclopropane lactones

F. Faigl, Zoltán Finta, Z. Hell, István Kövesdi, L. Tőke

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Methyl or phenyl substitution in the allylic position of malonic esters of (E)-3-phenyl-3-trifluoromethyl-2-propen-1-ol resulted in unexpected and unprecedented stereospecific formation of the corresponding cyclopropane lactone derivatives by a multistep reaction with iodine in the presence of potassium carbonate and phase transfer catalyst.

Original languageEnglish
Pages (from-to)117-121
Number of pages5
JournalJournal of Fluorine Chemistry
Volume103
Issue number2
Publication statusPublished - Apr 24 2000

Fingerprint

Potash
cyclopropane
Lactones
iodine
Iodine
ester
esters
carbonates
potassium
Esters
substitution
Substitution reactions
catalyst
substitutes
Derivatives
catalysts
carbonate
Catalysts
synthesis
potassium carbonate

Keywords

  • Cyclopropane derivatives
  • Stereoselective synthesis
  • Trifluoromethyl group effect

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Polymers and Plastics

Cite this

Unexpected substituent effect in the stereoselective synthesis of trifluoromethyl group containing cyclopropane lactones. / Faigl, F.; Finta, Zoltán; Hell, Z.; Kövesdi, István; Tőke, L.

In: Journal of Fluorine Chemistry, Vol. 103, No. 2, 24.04.2000, p. 117-121.

Research output: Contribution to journalArticle

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AU - Faigl, F.

AU - Finta, Zoltán

AU - Hell, Z.

AU - Kövesdi, István

AU - Tőke, L.

PY - 2000/4/24

Y1 - 2000/4/24

N2 - Methyl or phenyl substitution in the allylic position of malonic esters of (E)-3-phenyl-3-trifluoromethyl-2-propen-1-ol resulted in unexpected and unprecedented stereospecific formation of the corresponding cyclopropane lactone derivatives by a multistep reaction with iodine in the presence of potassium carbonate and phase transfer catalyst.

AB - Methyl or phenyl substitution in the allylic position of malonic esters of (E)-3-phenyl-3-trifluoromethyl-2-propen-1-ol resulted in unexpected and unprecedented stereospecific formation of the corresponding cyclopropane lactone derivatives by a multistep reaction with iodine in the presence of potassium carbonate and phase transfer catalyst.

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