86014-02-0Relevant articles and documents
Manganese-Catalyzed Silylmagnesiation of Acetylenes and 1,3-Dienes
Tang, Jun,Shinokubo, Hiroshi,Oshima, Koichiro
, p. 245 - 251 (2007/10/03)
The treatment of 4-benzyloxy-1-butyne with PhMe2SiMgMe in the presence of a catalytic amount of MnCl2 gave a monosilylated product, (E)-PhCH2OCH2CH2CH=CHSiMe2Ph, selectively after an aqueou
Silicon-Directed Cyclization of Vinylsilanes Bearing Hydroxy Group Catalyzed by an Acid
Miura, Katsukiyo,Okajima, Shigeo,Hondo, Takeshi,Hosomi, Akira
, p. 1483 - 1486 (2007/10/02)
Silicon-directed stereoselective syn addition of hydroxy group to olefinic double bond occurs intramolecularly in an acid-catalyzed cyclization of vinylsilanes bearing hydroxy group.Thus 5-dimethylphenylsilyl-4-penten-1-ol is smoothly cyclized to 2-(dimethylphenylsilyl)methyltetrahydrofuran upon the treatment of a catalytic amount of p-toluenesulfonic acid (TsOH) or TiCl4.
Triethylborane Induced Stereoselective Radical Addition of R3SiH to Acetylenes and Stereoselective Reduction of Alkenyl Iodides with Tris(trimethylsilyl)silane
Miura, Katsukiyo,Oshima, Koichiro,Utimoto, Kiitiro
, p. 2356 - 2364 (2007/10/02)
Triethylborane induced radical addition of various organosilanes (R3SiH) to acetylenes has been studied.Among them, tris(trimethylsilyl)silane (TTMSS) proved to be the best reagent for the hydrosilylation of acetylenic compounds in terms of yield and ster
Palladium Catalyzed Stereoselective Hydrodehalogenation of Alkenyl Halides with Tributyltin Hydride
Taniguchi, Masahiko,Takeyama, Yoshihiro,Fugami, Keigo,Oshima, Koichiro,Utimoto, Kiitiro
, p. 2593 - 2595 (2007/10/02)
The reduction of alkenyl halides with tributyltin hydride in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium has been studied.Alkenyl iodides reacted easily with tributyltin hydride at 25 deg C to give the corresponding hydrocarbons stereoselectively.However, the reaction of alkenyl bromides were sluggish at 25 deg C and needed heating at 75 deg C to complete.
ORGANIC SYNTHESIS WITH REAGENTS DERIVED FROM 3R3SiMgMe AND MnCl2
Fugami, Keigo,Hibino, Jun-ichi,Nakatsukasa, Shigeki,Matsubara, Seijiro,Oshima, Koichiro,et al.
, p. 4277 - 4292 (2007/10/02)
Synthetically useful reactions mediated by reagents derived from 3 equiv. of R3SiMgMe and MnCl2 are disclosed. (1) The manganese species reacted with terminal acetylenes to give 1,2-disilylated 1-alkenes.Mono- and bis(trimethylsilyl)acetylenes gave tri- a
TRANSITION-METAL CATALYZED REGIOSELECTIVE ADDITION OF PhMe2SiBEt3Li AND Bu3SnBEt3Li TO ACETYLENIC COMPOUNDS IN THE PRESENCE OF METHANOL
Nozaki, Kyoko,Wakamatsu, Kuni,Nonaka, Tsuyoshi,Tueckmantel, Werner,Oshima, Koichiro,Utimoto, Kiitiro
, p. 2007 - 2010 (2007/10/02)
Treatment of acetylenic compounds with PhMe2SiBEt3Li in the presence of a transition-metal catalyst affords vinylsilanes in good yields.Coexistence of methanol as a proton source is essential for the completion of the reaction.
NEW SYNTHESES OF VINYLSILANES AND ALLYLSILANES BY CROSS-COUPLING OF (R3Si)3MnMgMe WITH ALKENYL AND ALLYLIC COMPOUNDS
Fugami, Keigo,Oshima, Koichiro,Utimoto, Kiitiro,Nozaki, Hitosi
, p. 2161 - 2164 (2007/10/02)
The reaction of alkenyl halides, alkenyl sulfides, and enol phosphates with (R3Si)3MnMgMe provides vinylsilanes in good yields.The method is also applicable to the allylsilane synthesis from allylic sulfides and ethers.
TRANSITION-METAL CATALYZED SILYLZINCATION AND SILYLALUMINATION OF ACETYLENIC COMPOUNDS
Wakamatsu, Kuni,Nonaka, Tsuyoshi,Okuda, Yasuhiro,Tueckmantel, Werner,Oshima, Koichiro,et al.
, p. 4427 - 4436 (2007/10/02)
Dialkyl(dimethylphenylsilyl)zinclithium and trialkyl(dimethylphenylsilyl)aluminiumlithium add effectively to internal acetylenes as well as terminal ones in the presence of transition-metal catalysts to provide vinylsilanes with high stereo- and regiosele
COPPER CATALYZED SILYLZINCATION OF ACETYLENES
Okuda, Yasuhiro,Wakamatsu, Kuni,Tueckmantel, Werner,Oshima, Koichiro,Nozaki, Hitosi
, p. 4629 - 4632 (2007/10/02)
Dialkyl(dimethylphenylsilyl)zinclithium adds effectively to internal acetylenes as well terminal acetylenes in the presence of CuCN catalyst.