01386nas a2200169 4500008004100000022001400041245018800055210006900243260011000312300001400422490000700436520057000443100002501013700002301038700002401061856013101085 2014 eng d a1477-052000aEasy access to alpha-aryl substituted gamma-ketophosphonates: lewis acid mediated reactions of 1,3-diketones with alpha-hydroxyphosphonates and tandem regioselective C-C bond cleavage0 aEasy access to alphaaryl substituted gammaketophosphonates lewis aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcJUL a7140-71490 v123 a
A range of alpha-aryl substituted gamma-ketophosphonates is synthesised by Lewis acid mediated reactions of 1,3-diketones and easily accessible, inexpensive benzylic alpha-hydroxyphosphonates in an operationally simple method under solvent-free conditions without exclusion of air/moisture. A regioselective C-C bond cleavage for 1,3-diketones in a tandem fashion has also been demonstrated. Synthesis of a gamma-ketophosphonate with phenol functionality at the a-position (structural analogue of raspberry ketone, a natural product) has also been presented.
1 aPallikonda, Gangaram1 aChakravarty, Manab1 aSahoo, Manoj, Kumar uhttp://library.ncl.res.in/content/easy-access-alpha-aryl-substituted-gamma-ketophosphonates-lewis-acid-mediated-reactions-13-0