18135-14-3Relevant academic research and scientific papers
One-pot tandem 1,4-1,2-addition of phosphites to α,β-unsaturated imines for the synthesis of glutamic acid analogues
Moonen, Kristof,Van Meenen, Ellen,Verwee, Annelies,Stevens, Christian V.
, p. 7407 - 7411 (2007/10/03)
(Chemical Equation Presented) Evidently so: New mechanistic findings indicate that addition of dialkyl trimethylsilyl phosphites to α,β-unsaturated imines has been incorrectly reported as an exclusive 1,2-addition. When α,β-unsaturated imines are used as
THE MECHANISM OF THE REACTION OF ORGANIC PHOSPHITES WITH TRIALKYLSILYL IODIDE. IODOANHYDRIDES OF PIII ACIDS AS INTERMEDIATES
Chojnowski, J.,Cypryk, M.,Michalski, J.
, p. 355 - 365 (2007/10/02)
The reaction of a trialkyl phosphite with trimethylsilyl iodide, which leads to O-trimethylsilylesters of alkylphosphonic acid, has been shown to involve several steps, all of which are defined.The first step is the formation of the iodophosphite, involving a four centre mechanism in which PIII plays the role of electrophile.This is in contrast to the analogous reaction of phosphites with alkyl halides (the Arbuzov reaction) which begins with nucleophilic attack of the phosphorus.
