68969-41-5Relevant academic research and scientific papers
Highly stereoselective metathesis reaction between optically active hydrosilane and copper(I) salt in 1,3-dimethyl-2-imidazolidinone
Ito, Hajime,Ishizuka, Tomoko,Okumura, Tomoko,Yamanaka, Hiroshi,Tateiwa, Jun-Ichi,Sonoda, Motohiro,Hosomi, Akira
, p. 102 - 106 (1999)
Highly stereoselective metathesis reactions between optically active silyl compounds and copper(I) salts in 1,3-dimethyl-2-imidazolidinone (DMI) are reported. The substitution reaction of (+)-α-naphthylphenylmethylsilane with a mixture of lithium tert-butoxide and copper(I) salt smoothly proceeded in DMI to give the corresponding silyl ether with a high degree of retention of the configuration in a quantitative yield. The use of DMI as a solvent and the presence of a chloride ion are necessary for this reaction. An optically active alkynylsilane also reacted with the mixed reagent to afford the corresponding silyl ether. A mechanism of oxidative addition of the hydrosilane and reductive elimination of the silyl ether on copper is proposed.
