Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2006(18): 3019-3024
DOI: 10.1055/s-2006-950200
DOI: 10.1055/s-2006-950200
PAPER
© Georg Thieme Verlag Stuttgart · New York
The Preparation of Dialkyl 1-Hydroxyalkylphosphonates in the Reaction of Trialkyl Phosphites with Oxonium Salts Derived from Aldehydes or Ketones
Further Information
Publication History
Received
16 March 2006
Publication Date:
15 August 2006 (online)


Abstract
The reaction of trialkyl phosphites with aldehydes or ketones in the presence of hydrogen chloride gives dialkyl 1-hydroxyalkylphosphonates via Arbusov-like reaction of oxonium salts derived from aldehydes or ketones. This reaction is a very convenient instant method for the preparation of dialkyl 1-hydroxyalkylphosphonates with a good yield as an alternative to the well-known Abramov reaction.
Key words
Abramov reaction - nucleophilic addition - addition reactions - 1-hydroxyphosphonates