98689-66-8Relevant academic research and scientific papers
Selective Isomerization of Terminal Alkenes to (Z)-2-Alkenes Catalyzed by an Air-Stable Molybdenum(0) Complex
Becica, Joseph,Glaze, Owen D.,Wozniak, Derek I.,Dobereiner, Graham E.
, p. 482 - 490 (2018/02/17)
Positional and stereochemical selectivity in the isomerization of terminal alkenes to internal alkenes is observed using the cis-Mo(CO)4(PPh3)2 precatalyst. A p-toluenesulfonic acid (TsOH) cocatalyst is essential for catalyst activity. Various functionalized terminal alkenes have been converted to the corresponding 2-alkenes, generally favoring the Z isomer with selectivity as high as 8:1 Z:E at high conversion. Interrogation of the catalyst initiation mechanism by 31P NMR reveals that cis-Mo(CO)4(PPh3)2 reacts with TsOH at elevated temperatures to yield a phosphine-ligated Mo hydride (MoH) species. Catalysis may proceed via 2,1-insertion of a terminal alkene into a MoH group and stereoselective β-hydride elimination to yield the (Z)-2-alkene.
Chemo- and regioselective reductive transposition of allylic alcohol derivatives via iridium or rhodium catalysis
Lundgren, Rylan J.,Thomas, Bryce N.
supporting information, p. 958 - 961 (2016/01/20)
We report highly chemo- and regioselective reductive transpositions of methyl carbonates to furnish olefin products with complementary regioselectivity to that of established Pd-catalysis. These Rh- and Ir-catalysed transformations proceed under mild conditions and enable selective deoxygenation in the presence of functional groups that are susceptible to reduction by metal hydrides.
Highly selective hydrogenation of multiple carbon-carbon bonds promoted by nickel(0) nanoparticles
Alonso, Francisco,Osante, I?aki,Yus, Miguel
, p. 93 - 102 (2007/10/03)
A new method for the highly stereoselective cis semihydrogenation of internal alkynes, semihydrogenation of terminal alkynes, reduction of dienes to alkenes, and reduction of alkynes and alkenes to alkanes is described based on in situ generated both Ni(0) nanoparticles and molecular hydrogen.
Highly stereoselective semihydrogenation of alkynes promoted by nickel(0) nanoparticles
Alonso, Francisco,Osante, Inaki,Yus, Miguel
, p. 305 - 308 (2007/10/03)
A new method for the highly stereoselective cis-semihydrogenation of internal alkynes is described based on in situ generated Ni(0) nanoparticles and molecular hydrogen. This reduction system also allows the semihydrogenation of terminal alkynes.
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
Retentive Stereospecificity in Deoxygenation of Epoxides with Sn-Al Reagents
Matsubara, Seijiro,Nonaka, Tsuyoshi,Okuda, Yasuhiro,Kanemoto, Shigekazu,Oshima, Koichiro,Nozaki, Hitosi
, p. 1480 - 1483 (2007/10/02)
Reaction of epoxides with 3SnAlMe3>(1-)*Li(1+) affords β-oxido stannanes which collapse to alkene with overall retention of stereochemistry.The SN2 type ring opening of epoxides by tributylstannyl anion followed by anti elimination of Bu3Sn and OAl-Me3 groups explains the stereochemical results.The method can be succesfully applied to hydroxy epoxides derived from (E)-2-nonen-1-ol.The deoxygenation of epoxides with PhMe2SiAlEt2 also provides olefins of the same geometry as epoxides.
