The reaction of PhCH2C(O)NR2/P(O)Cl3 with phosphites and hydridophosphorane

Abstract

The reaction of PhCH2C(O)NR2/P(O)Cl3 (R = alkyl) with diethyl or triethyl phosphite afforded E‐vinylphosphonates 3 with high geometrical stereoselectivity and acceptable yields. The reaction with hydridophosphorane 8 gave 10, a novel trisphosphoranylphosphine oxide that can be reduced to the corresponding phosphine 14. © 2000 John Wiley & Sons, Inc. Heteroatom Chem 11:512–517, 2000

1-Amino-1,1-bisphosphonates. Fundamental syntheses and new developments

“…68 The addition into the reaction mixture of triethylamine initiates a different reaction pattern and gives rise to E-vinylphosphonates 28 (Scheme 9). 69 Should also be noted that hydridophosphorane 29 reacts with the Vilsmeier reagents similar to dialkyl phosphites forming methylenebisphosphoranes 30 (Scheme 10).…”