164072-67-7Relevant academic research and scientific papers
Rh(I)/(III)-N-Heterocyclic Carbene Complexes: Effect of Steric Confinement Upon Immobilization on Regio- and Stereoselectivity in the Hydrosilylation of Alkynes
Atwi, Boshra,Bauer, Matthias,Buchmeiser, Michael R.,Frey, Wolfgang,Nowakowski, Michal,Panyam, Pradeep K. R.,Ziegler, Felix
supporting information, p. 17220 - 17229 (2021/11/10)
Rh(I) NHC and Rh(III) Cp* NHC complexes (Cp=pentamethylcyclopentadienyl, NHC=N-heterocyclic carbene=pyrid-2-ylimidazol-2-ylidene (Py?Im), thiophen-2-ylimidazol-2-ylidene) are presented. Selected catalysts were selectively immobilized inside the mesopores
Efficient access to polysubstituted tetrahydrofurans by electrophilic cyclization of vinylsilyl alcohols
Barbero, Asunción,Barbero, Héctor,González-Ortega, Alfonso,Pulido, Francisco J.,Val, Patricia,Diez-Varga, Alberto,Morán, Joaquín R.
, p. 49541 - 49551 (2015/06/16)
Vinylsilyl alcohols undergo intramolecular cyclization to provide di-, tri- or tetrasubstituted-tetrahydrofurans. The influence of the number and position of substituents in the stereoselectivity of the process has been studied. Moreover, DFT calculations
Stereospecific synthesis of cyclobutylboronates through copper(I)-catalyzed reaction of homoallylic sulfonates and a diboron derivative
Ito, Hajime,Toyoda, Takashi,Sawamura, Masaya
supporting information; body text, p. 5990 - 5992 (2010/07/05)
A copper(I)-catalyzed stereospecific reaction for the preparation of cis- and trans-1-silyl-2-borylcyclobutanes as well as 1-phenyl-2-borylcyclobutanes is reported. (Z)- and (E)-Homoallylic methanesulfonates were converted to the corresponding trans- and
Hydrosilylation of alkynes catalyzed by ruthenium carbene complexes
Maifeld, Sarah V.,Tran, Michael N.,Lee, Daesung
, p. 105 - 108 (2007/10/03)
Hydrosilylation of terminal alkynes with a variety of silanes catalyzed by Cl2(PCy3)2RuCHPh (1) affords mainly the Z-isomer via trans addition in excellent yields. The presence of a hydroxyl group in close proximity to the
Acid-catalyzed cyclization of vinylsilanes bearing a hydroxy group: A new method for stereoselective synthesis of disubstituted tetrahydrofurans
Miura,Okajima,Hondo,Nakagawa,Takahashi,Hosomi
, p. 11348 - 11357 (2007/10/03)
In the presence of a catalytic amount of TsOH or TiCl4, (Z)-5-silyl-4-penten-1-ols ((Z)-1) are smoothly cyclized to 2-silylmethyl-substituted tetrahydrofurans. This cyclization is applicable to the construction of a tetrahydropyran ring. The silyl group and the geometry of the C-C double bond strongly influence the cychzation rate. TBDMS and benzyldimethylsilyl groups considerably accelerate the cyclization in comparison with a dimethylphenylsilyl group, and (E)-vinylsilanes show much lower reactivity than the corresponding (Z)-isomers. The cyclization proceeds by stereospecific syn addition of the hydroxy group. Vinylsilanes 17, 19, and 21, (Z)-5-silyl-4-penten-1-ols bearing a substituent on the methylene tether, smoothly undergo the acid-catalyzed cyclization to give trans-2,5-, cis-2,4-, and trans-2,3-disubstituted tetrahydrofurans, respectively, with moderate to high stereoselectivity. The silyl group of some cychzed products can be easily converted into a hydroxy group with stereochemical retention.
Acid-catalyzed cyclization of vinylsilanes bearing an amino group. Stereoselective synthesis of pyrrolidines
Miura, Katsukiyo,Hondo, Takeshi,Nakagawa, Takahiro,Takahashi, Tatsuyuki,Hosomi, Akira
, p. 385 - 388 (2007/10/03)
(FORMULA PRESENTED) In the presence of an acid catalyst, vinylsilanes 1 bearing an amino group protected by an electron-withdrawing group were smoothly cyclized to 2-(silylmethyl)pyrrolidines 2. This cyclization was utilized for the stereoselective synthe
