A NEW SYNTHESIS OF TRIFLUOROMETHYLATED CYCLOHEXENES

Authors
ABELE H HAAS A LIEB M ZWINGENBERGER J
Citation
H. Abele et al., A NEW SYNTHESIS OF TRIFLUOROMETHYLATED CYCLOHEXENES, Journal of fluorine chemistry, 62(1), 1993, pp. 25-29
Citations number
6
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Journal of fluorine chemistry → ACNP
ISSN journal
00221139
Volume
62
Issue
1
Year of publication
1993
Pages
25 - 29
Database
ISI
SICI code
0022-1139(1993)62:1<25:ANSOTC>2.0.ZU;2-5
Abstract
2-ethoxycarbonyl-1-(trifluoromethyl)cyclohex-4-ene is prepared by the cycloaddition of 1,1,1-trifluoro-2-methyl-2-butenoic acid ethyl ester with 1,3-pentadiene. The dienophile is prepared by the reaction of CF3 C(O)CH3 with BrCH2C(O)OC2H5 in the presence of (C6H5)3Sb or (C6H5)3As. An extension of this procedure to hexafluoroacetone has provided trif luoro-2-hydroxy-2-(trifluoromethyl)-4-butanoic acid ethyl ester.