CONDENSATION OF STEREOISOMERIC 2-ACETYL-2,3-DIPHENYLOXIRANES WITH ETHYL TRIFLUOROACETATE

Abstract

The reaction of E-2-acetyl-2,3-diphenyloxirane with ethyl trifluoroacetate in the presence of sodium isopropoxide leads to 3-hydroxy-2,3-diphenyl-6-trifluoromethyl-2,3-dihydro-4H-pyran-4-one. Under the same conditions Z-acetyloxirane forms 3-hydroxy-2-phenyl-5-trifluoromethylfuran as a result of retroaldol cleavage of the initial cyclocondensation product.

How to Cite
Tyvorskii, V. I.; Pukin, A. V.; Bobrov, D. N. Chem. Heterocycl. Compd. 2001, 37, 540. [Khim. Geterotsikl. Soedin. 2001, 592.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1011640101970