Issue 17, 1993

Electronic effects in π-facially stereoselective epoxidation of phenyltrifluoromethylpropenol

Abstract

AM1, PM3 and ab initio6-31G* calculations indicate that Stereoselective epoxidation of the alkene 3 arises from stereoelectronic control exerted via a CF3–C bond orientated antit the alkene plane for steric reasons in contrast to a previously proposed model for epoxidation of allylic fluorides in which the F–C and alkene bonds are orientedsyn.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1993, 1337-1340

Electronic effects in π-facially stereoselective epoxidation of phenyltrifluoromethylpropenol

O. Casher, D. O'Hagan, C. A. Rosenkranz, H. S. Rzepa and N. A. Zaidi, J. Chem. Soc., Chem. Commun., 1993, 1337 DOI: 10.1039/C39930001337

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