10201-58-8Relevant academic research and scientific papers
The Synthesis of α-Stannyl Silanes and Their Use in the Formation of Alkenes
Barrett, Anthony G. M.,Hill, Jason M.
, p. 3285 - 3288 (1991)
α-Stannyl-silanes were prepared from aldehydes via α-hydroxy- and α-chloro-silanes.Stannyl-silane 5d was transmetallated using n-butyllithium and the resultant α-lithio-silane condensed with aldehydes to yield alkenes.
Cobalt-catalyzed coupling of alkenyl triflates with aryl and alkenyl grignard reagents
Shirakawa, Eiji,Imazaki, Yusuke,Hayashi, Tamio
, p. 654 - 655 (2008)
Co(acac)3-PPh3 was found to effectively catalyze the C(sp2)-C(sp2) coupling of Grignard reagents to give alkenyl-arenes and conjugated dienes, utilizing close affinity towards alkenyl triflates. Copyright
Transition-Metal-Free Highly Chemoselective and Stereoselective Reduction with Se/DMF/H2O System
Li, Hong-Chen,An, Cui,Wu, Ge,Li, Guo-Xing,Huang, Xiao-Bo,Gao, Wen-Xia,Ding, Jin-Chang,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue
, p. 5573 - 5577 (2018)
A novel metal-free reduction system, in which H2Se (or HSe-) produced in situ from Se/DMF/H2O acts as the active reducing species, has been developed. By using water as an inexpensive, safe, and environmentally friendly surrogate as the hydrogen donor, this new reduction system incorporating Se/DMF/H2O displayed high selectivity and good activity in the reduction of α,β-unsaturated ketones and alkynes. Therefore, this reduction system has great potential to be a general and practical reduction methodology in organic transformation.
Cross-coupling reactions of alkenylsilanols with fluoroalkylsulfonates.
Denmark, Scott E,Sweis, Ramzi F
, p. 3771 - 3774 (2002)
[reaction: see text] The design and development of an effective protocol for the palladium-catalyzed cross-coupling of (E)- and (Z)-heptenyldimethylsilanols with organo-triflates and nonaflates is described. Optimization of this coupling focused on the is
Directed regioselective Ni-catalyzed alkylation and hydride addition of allylic ethers. A remarkable turnover in regioselectivity
Morken, James P.,Didiuk, Mary T.,Hoveyda, Amir H.
, p. 3613 - 3616 (1996)
Various allylic ethers are reduced efficiently in the presence of Ni(PPh3)2Cl2 (5 mol%) and EtMgCl (5 equiv) with excellent regioselectivity (>99:1). The sense of regiochemical control in these reactions is opposite to tha
Highly stereospecific, palladium-catalyzed cross-coupling of alkenylsilanols
Denmark, Scott E.,Wehrli, Daniel
, p. 565 - 568 (2000)
(Formula presented) Alkenylsilanols bearing methyl ((E)-1 and (Z)-1) or isopropyl ((E)-2 and (Z)-2)) substituents are converted to disubstituted alkenes by a palladium-(0)-catalyzed cross-coupling reaction with aryl or vinyl iodides in the presence of tet
THE ADDITION OF CUPRATES TO VINYLTRIPHENYLPHOSPHONIUM BROMIDE: A SYNTHESIS OF 1,5-DISUBSTITUTED Z,Z-PENTA-1,4-DIENES
Just, George,O'Connor, Brian
, p. 1799 - 1802 (1985)
It is shown that alkyl, alkenyl and aryl cuprates add to vinyltriphenylphosphonium bromide to provide phosphoranes and that the Z:E ratio of their Wittig condensation products with benzaldehyde and hexanal are strongly influenced by the addition of hexame
Enantioselective copper-mediated allylic substitution with Grignard reagents employing a chiral reagent-directing leaving group
Breit, Bernhard,Breuninger, Daniel
, p. 147 - 157 (2005)
Enantioselective copper-mediated allylic substitution with Grignard reagents was achieved employing the ortho-diphenylphosphanylferrocene carboxylate (o-DPPF) system as a planar chiral reagent-directing leaving group. Careful optimization of reaction parameters resulted in excellent regioselectivities and enantioselectivies of up to 95% ee.
Novel nickel-catalyzed coupling reaction of allyl ethers with chlorosilanes, alkyl tosylates, or alkyl halides promoted by vinyl-Grignard reagent leading to allylsilanes or alkenes
Terao, Jun,Watabe, Hiroyasu,Watanabe, Hiroyuki,Kambe, Nobuaki
, p. 1674 - 1678 (2004)
A new method for a carbon-silicon or carbon-carbon bond forming reaction between allyl ethers and chlorosilanes, alkyl tosylates, or alkyl halides giving rise to allylsilanes or alkenes has been developed. This reaction proceeds efficiently at ambient temperature by the combined use of nickel catalysts and a vinyl-Grignard reagent. A possible reaction pathway involving the formation of allyl-Grignard reagents via transmetallation of π-allylnickel complexes with the vinyl-Grignard reagent and subsequent trapping of the thus formed allyl-Grignard reagents with electrophiles is proposed.
Substitution reaction of nitro group on α-nitrostyrene by organozinc halides under microwave irradiation
Hu, Yulai,Yu, Jianhua,Yang, Shiyan,Wang, Jin-Xian,Yin, Yuanqi
, p. 1157 - 1164 (1999)
Nitro group of α- nitrostyrene were readily substituted by organic moiety of organozinc halides under microwave irradiation to give derivatives of styrene in excellent yields.
