Categories: C-P Bond Formation > Phosphonates >
Synthesis of α-hydroxy phosphonates
Recent Literature

An efficient and simple synthesis of α-hydroxy phosphonates has been achieved
via reaction of aldehydes with trimethylphosphite in the presence of
Amberlyst-15 in water. The reaction is highly selective with excellent yields
under mild conditions.
M. Tajbakhsh, A. Heydari, M. A. Khalilzadeh, M. M. Lakouraj, B. Zamenian, S.
Khaksar, Synlett, 2007,
2347-2350.

A very convenient reaction of trialkyl phosphites with aldehydes or ketones
in the presence of hydrogen chloride gives dialkyl
1-hydroxyalkylphosphonates in good yields via an Arbusov-like reaction of
oxonium salts derived from aldehydes or ketones. This reaction is an
alternative to the well-known Abramov reaction.
W. Goldeman, M. Soroka, Synthesis, 2006, 3019-3024.
