RHODIUM-MEDIATED INSERTION OF CF3-SUBSTITUTED CARBENOID INTO O-H - ANEFFICIENT METHOD FOR THE SYNTHESIS OF ALPHA-TRIFLUOROMETHYLATED ALKOXYACETIC AND ARYLOXYACETIC ACID-DERIVATIVES
Gq. Shi et al., RHODIUM-MEDIATED INSERTION OF CF3-SUBSTITUTED CARBENOID INTO O-H - ANEFFICIENT METHOD FOR THE SYNTHESIS OF ALPHA-TRIFLUOROMETHYLATED ALKOXYACETIC AND ARYLOXYACETIC ACID-DERIVATIVES, Tetrahedron, 51(17), 1995, pp. 5011-5018
CF3-substituted diazo compound 2 undergoes a facile rhodium carbenoid
mediated O-H insertion reaction with a variety of alcohols and phenols
to afford the title compounds in good yield. Use of the title compoun
ds as synthetic precursors for other fluorinated molecules is exemplif
ied by the transformation of the product 3b, into beta, beta-difluoro-
alpha-ketoester 5 and alpha-hydroxyketone 8.