57519-88-7Relevant academic research and scientific papers
Catalytic asymmetric synthesis of β-hydroxy ketones by palladium-catalyzed asymmetric 1,4-disilylation of α,β-unsaturated ketones
Matsumoto, Yonetatsu,Hayashi, Tamio,Ito, Yoshihiko
, p. 335 - 346 (2007/10/02)
1,4-Disilylation of β,β-unsaturated ketones with 1,1-dichloro-1-phenyl-2,2,2-trimethyldisilane proceeded in the presence of phosphine-palladium catalysts in benzene. High enantio-selectivity (up to 92%) was observed in the disilylation with dichloro[(R)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl] palladium(II) as a catalyst (0.5 mol %). The disilylation products, 1-(trimethyisilyloxy)-3-(dichlorophenylsilyl)propenes, were readily converted into optically active α-unsubstituted or anti α-substituted β-(phenyldimethylsilyl) ketones, the oxidation of which gave the corresponding optically active β-hydroxy ketones in high yields.
Reaction of phenyl(trimethylsilyl)silylene with chloromethanes; Insertion into C-Cl bond and abstraction of chlorine and HCl
Oka, Kunio,Nakao, Ren
, p. 7 - 18 (2007/10/02)
Photolysis of tris(trimethylsilyl)phenylsilane in chloromethanes, ClnCX(4-n), (n = 1-4, X = H, alkyl, and Cl) produced phenyl(trimethylsilyl)silylene as a major intermediate, which afforded three types of products: 1,1-dichloro-1-phenyltrimethyldisilane via abstraction of two chlorine atoms, 1-alkyl-1-chloro-1-phenyltrimethyl-disilane via insertion into the C-Cl bond, and 1-chloro-1-phenyl-2,2,2-trimethyldisilane via abstraction of HCl.Possible reaction mechanisms for the formation of these products were discussed based on initial formation of an 1,2-zwitterionic intermediate.A small amount of a radical-reaction product, 2-chloro-2-phenyl-hexamethyltrisilane, and a product considered to be a cyclohexadienyl derivative were detected in all cases as minor products.
