66967-48-4Relevant academic research and scientific papers
Synthesis of Stereodefined Trisubstituted Alkenyl Silanes Enabled by Borane Catalysis and Nickel Catalysis
Zhang, Yunxiao,Chen, Yanran,Zhang, Zeguo,Liu, Shanshan,Shen, Xiao
, p. 970 - 975 (2020/02/15)
Regioselective and stereoselective synthesis of trisubstituted alkenyl silanes via hydrosilylation is challenging. Herein, we report the first β-anti-selective addition of silanes to thioalkynes with B(C6F5)3as the catalyst. The reaction shows broad substrate scope. The products were proven to be useful intermediates to other trisubstituted alkenyl silanes by Ni-catalyzed stereoretentive cross-coupling reactions of the C-S bond. A mechanism study suggests that nucleophilic attack of thioalkyne to an activated silylium intermediate might be the rate-determining step.
Nickel(II) chloride-catalyzed regioselective hydrothiolation of alkynes
Ananikov, Valentine P.,Malyshev, Denis A.,Beletskaya, Irina P.,Aleksandrov, Grigory G.,Eremenko, Igor L.
, p. 1993 - 2001 (2007/10/03)
Regioselective Markovnikov-type addition of PhSH to alkynes (HC≡C-R) has been performed using easily available nickel complexes. The non-catalytic side reaction leading to anti-Markovnikov products was suppressed by addition of γ-terpinene to the catalyti
PALLADIUM-CATALYZED REACTIONS OF TRIALKYLSTANNYL PHENYL SULFIDES WITH ALKENYL BROMIDES. A NEW DIASTEREOSELECTIVE SYNTHESIS OF (E)-1-ALKENYL PHENYL SULFIDES
Carpita, Adriano,Rossi, Renzo,Scamuzzi, Barbara
, p. 2699 - 2702 (2007/10/02)
The reaction of easily available stereoisomeric mixtures of 1-alkenyl bromides with molar excesses of trialkylstannyl phenyl sulfides takes place readily in the presence of Pd(PPh3)4 to afford diastereoselectively (E)-1-alkenyl phenyl sulfides in excellent yields.
