155339-14-3Relevant academic research and scientific papers
Synthesis of acylsilanes by copper(I)-catalyzed addition of silicon nucleophiles onto acid derivatives
Cirriez, Virginie,Rasson, Corentin,Riant, Olivier
, p. 3137 - 3140 (2013)
The transition metal-catalyzed transfer of silicon nucleophiles onto various electrophiles has recently gained considerable attention, due to the now readily available silicon pro-nucleophiles such as silylboronates. Our interest lies in the addition of such species to acid derivatives for the generation of acylsilanes. We report herein an efficient method to synthesize these compounds, starting from easy-to-form anhydrides, with very good yields. Copyright
Newly designed acylsilanes as versatile tools in organic synthesis
Bonini, Bianca F.,Comes-Franchini, Mauro,Fochi, Mariafrancesca,Mazzanti, Germana,Ricci, Alfredo
, p. 181 - 189 (2007/10/03)
Structural variations in acylsilane molecules allow a number of new selective synthetic processes to be performed which lead to sulfur-containing heterocycles, highly functionalized and unsaturated polycarbonyl derivatives, polyenes, and β- and γ-aminoalcohols. The synthesis of these compounds, most of them not easily accessible through conventional routes, takes advantage of the site-selective reactions occurring at the C-Si bonds, of the increased stability of acylsilanes with respect to that of the corresponding aldehydes and of the high diastereofacial selectivity introduced by the SiR3 group. Herein we report the different synthetic strategies leading to the synthesis of several functionalized acylsilanes and their synthetic applications. The use of new selective polymetallic reagents for the nucleophilic silylation will be presented as well.
Synthesis of functionalized acylsilanes from carboxylic acid chlorides and silyl-zinc cyanocuprates
Bonini,Comes-Franchini,Mazzanti,Passamonti,Ricci,Zani
, p. 92 - 96 (2007/10/02)
The high yielding synthesis of a variety of acylsilanes, most of them unknown and bearing reactive functionalities, has been accomplished by reaction between carboxylic acid chlorides and a novel silyl-zinc cyanocuprate acting as a silyl anion source. The advantages offered by this procedure with respect to those previously reported, based on carboxylic acid chlorides or on different starting materials, as well as with respect to the use of standard silyl cyanocuprates, are discussed herein.
