62593-92-4

Upstream product

• 6026-02-4 (N,N-diethylamino)dimethylchlorosilane 
• 4440-01-1 lithium phenylacetylide 
• 6738-06-3 phenylethynylmagnesium bromide 
• 536-74-3 phenylacetylene 

Downstream Products

• 159163-14-1 1-{(2R,3R,4R,5R)-4-(Dimethyl-phenylethynyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione 
• 159163-11-8 1-{(2R,3S,4S,5R)-3-(Dimethyl-phenylethynyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione 
• 87710-79-0 methoxy-dimethyl(phenylethynyl)silane 
• 42591-54-8 chlorodimethyl(phenylethynyl)silane 
• 159163-31-2 1-<5'-O-(p-monomethoxytrityl)-2'-deoxy-2'-C-(1-S-hydroxy-2-phenyl)ethyl-β-D-ribofuranosyl>thymine 
• 159163-41-4 1-<5'-O-(p-monomethoxytrityl)-2'-deoxy-2'-C-(1-R-hydroxy-2-phenyl)ethyl-β-D-ribofuranosyl>thymine 
• 159163-25-4 1-<5'-O-(p-monomethoxytrityl)-2'-deoxy-2'-C-(1-oxo-2-phenyl)ethyl-β-D-ribofuranosyl>thymine 

Relevant academic research and scientific papers

Palladium-catalyzed reaction of γ-silylated allyl acetates proceeding through 1,2-shift of a substituent on silicon

The palladium-catalyzed reaction of γ-silylated allyl acetates with water in the presence of CsF induces a previously unprecedented 1,2-shift of a substituent on silicon to produce allylsilanes in situ. The catalytic activity of the palladium increased when using an electron-poor phosphine ligand possessing fluorinated substituents. Further investigation of the reaction revealed that the approximate order of the migratory aptitude of groups from silicon was PhC≡C, allyl > Bn > Ph, vinyl > alkyl (Me, Et). A density functional theory study was employed to explore the reaction mechanism. Finally, the Hosomi–Sakurai-type allylation of aldehydes with in situ-generated α,γ-disubstituted allylsilanes was also investigated.

Selective synthesis of functional alkynylmono- and -trisilanes

The selective synthesis of functional alkynylsllanes RC=C(SiMe 2)m,-X (m = 1, 3) was investigated. Monofunctionalization with or without protecting groups gave moderate to good yields of alkynyldimethylmonosilanes RC=CMe2SiX [R = Ph, X = Cl. (1), NEt 2 (2), OMe (3), H (4), Br (5), I (6), Cp (8), C5H 4Li (10), Ph (11); R = Pr, X = Ph (12)]. Compounds 4 and 8 were converted into the (alkyne)transition-metal complexes 4-Cp2Mo 2(CO)4 (13) and 8-Co2(CO)6 (14), respectively, which were characterized by X-ray diffraction. Stepwise extension and functionalization of the silane chain starting from 1chloro-2-(diethylamino) tetramethyldisilane (Et2NMe2Si-SiMe2Cl) yielded the trisilanes Ph-(SiMe2J3-X [X = NEt2 (18), OMe (19), Cl (20), H (21), C=CPh (22), C=CPr (23)]. The synthesized compounds were characterized by NMR and IR spectroscopy, 4, 11, 13, and 14 also by UV/Vis spectroscopy.

Diastereospecific synthesis of 2′- or 3′-c-branched nucleosides through intramolecular free-radical capture by silicon-tethered acetylene

The intramolecular free-radical trapping by a silicon tethered acetylene function in a ribonucleoside 2a, 2b, 2c, 8a, 8b or 8c gave only the [3.3.0]-cis-fused Z-vinylsiloxane 3a, 3b, 3c, 9a, 9b or 9c (>90%) in a diastereospecific manner. The temporary sil