25201-44-9Relevant articles and documents
Cu-catalyzed chemoselective preparation of 2-(pinacolato)boron-substituted allylcopper complexes and their insitu site-, diastereo-, and enantioselective additions to aldehydes and ketones
Meng, Fanke,Jang, Hwanjong,Jung, Byunghyuck,Hoveyda, Amir H.
, p. 5046 - 5051 (2013)
Sustainable, efficient, selective: A three-component, single-vessel Cu-catalyzed method for chemo-, diastereo-, and enantioselective conversion of B2(pin)2, monosubstituted allenes, and aldehydes or ketones to 2-B(pin)-substituted homoallylic alkoxides is described. Subsequent functionalization delivers valuable products in up to >98:2 d.r. and 97:3 e.r. (see scheme). Copyright
Formation and direct detection of non-conjugated triplet 1,2-biradical from β,γ-vinylarylketone
Sriyarathne, H. Dushanee M.,Thenna-Hewa, Kosala R.S.,Scott, Tianeka,Gudmundsdottir, Anna D.
, p. 1707 - 1714 (2015)
Laser flash photolysis of 2-methyl-1-phenylbut-3-en-1-one (1) conducted at irradiation wavelengths of 266 and 308nm results in the formation of triplet 1,2-biradical 2 that has max at 370 and 480nm. Biradical 2 is formed with a rate constant of 1.1×107s-1 and decays with a rate constant of 2.3×105s-1. Isoprene-quenching studies support the notion that biradical 2 is formed by energy transfer from the triplet-excited state of the ketone chromophore of 1. Density functional theory calculations were used to verify the characterization of triplet biradical 2 and validate the mechanism for its formation. Thus, it has been demonstrated that intramolecular sensitization of simple alkenes can be used to form triplet 1,2-biradicals with the two radical centres localized on the adjacent carbon atoms.
Allylation of carbonyl compounds in the presence of catalytic electrogenerated zinc. Unusual regioselectivity with a trifluorinated analog of prenyl bromide
Gosmini,Rollin,Perichon,Wakselman,Tordeux,Marival
, p. 6027 - 6034 (1997)
A mild and effective method of electrochemical zinc activation based on the cathodic reduction of a catalytic amount of ZnBr2 in acetonitrile is applied to the coupling of a trifluorinated analog of prenyl bromide with carbonyl compounds and af
Regioreversed Addition of But-2-enyltributylstannane to Aldehydes in the Presence of Aluminium Chloride-Propan-2-ol
Yamamoto, Yoshinori,Maeda, Norihiko,Maruyama, Kazuhiro
, p. 742 - 743 (1983)
The reaction of but-2-enyltributylstannane with certain aldehydes in the presence of AlCl3-PriOH produces the α-adduct (3) either predominantly or exclusively, while the reaction in the presence of ordinary Lewis acids, such as TiCl4, SnCl4, an
Nickel-catalyzed indium(I)-mediated double addition of aldehydes to 1,3-dienes
Hirashita, Tsunehisa,Kambe, Shinya,Tsuji, Hiromitsu,Araki, Shuki
, p. 2595 - 2597 (2006)
In the presence of InI, Ni(acac)2 and PPh3, several 1,3-dienes were reacted with two molecules of aldehyde to give the corresponding 1,4- and 1,6-diols. The regioselectivity of the 1,4-/1,6-diol was efficiently regulated by the addit
Enantioselective allylation of aldehydes promoted by chiral sulfur reagents
Melo, Rosanne P.A.,Vale, Juliana A.,Zeni, Gilson,Menezes, Paulo H.
, p. 1829 - 1831 (2006)
The addition of allylzinc bromide to aldehydes was studied with different chiral sulfur compounds acting as a catalyst. Yield differences and enantiomeric excesses were observed.
Kinetic Resolution of α-Silyl-Substituted Allylboronate Esters via Chemo- and Stereoselective Allylboration of Aldehydes
Park, Jinyoung,Jung, Yongsuk,Kim, Jeongho,Lee, Eunsung,Lee, Sarah Yunmi,Cho, Seung Hwan
supporting information, p. 2371 - 2376 (2020/12/01)
We describe the kinetic resolution of α-silyl-substituted allylboronate esters via chiral phosphoric acid-catalyzed chemo-, diastereo- and enantioselective allylboration of aldehydes. This process provides two synthetically versatile enantioenriched compo
Enantioselective Synthesis of Isoxazolines Enabled by Palladium-Catalyzed Carboetherification of Alkenyl Oximes
Chen, Mingjie,Li, Wenbo,Wang, Lei,Wang, Yuzhuo,Zhang, Junliang,Zhang, Kenan
supporting information, p. 4421 - 4427 (2020/02/11)
Reported here is a highly efficient Pd/Xiang-Phos catalyzed enantioselective carboetherification of alkenyl oximes with either aryl or alkenyl halides, delivering various chiral 3,5-disubstituted and 3,5,5-trisubstituted isoxazolines in good yields with u
