Db. Berkowitz et al., SYNTHESIS OF THE (ALPHA,ALPHA-DIFLUOROALKYL)PHOSPHONATE ANALOG OF PHOSPHOSERINE, Tetrahedron letters, 35(35), 1994, pp. 6445-6448
The synthesis of the (alpha,alpha-difluoroalkyl)phosphonate analogue o
f L-phosphoserine, 5, in a form appropriate for solid phase peptide sy
nthesis, is reported. Two independent routes are described, starting f
rom L-serine or (R)-isopropylideneglycerol. In each case, PCF2-C bond
formation is achieved by triflate displacement with diethyl lithiodifl
uoromethylphosphonate.