posted on 2018-05-25, 02:15authored byAkihiro Matsude, Koji Hirano, Masahiro Miura
A palladium-catalyzed
benzylic substitution of tert-butyl diarylmethyl
carbonates with a pinacol-derived H-phosphonate
proceeds to deliver the corresponding benzylic phosphorylated products
in good yields. Moreover, the asymmetric synthesis is possible via
a Pd/(Rp,R′p)-(S)-Mandyphos-catalyzed kinetic resolution–DYKAT
(dynamic kinetic asymmetric transformation) sequence, and optically
active α-chiral diarylmethylphosphonates are obtained with synthetically
useful yields and enantiomeric ratios (up to 50% and 92:8 er).