scholarly journals Copper-catalyzed α-selective hydrostannylation of alkynes for the synthesis of branched alkenylstannanes

2015 ◽  
Vol 51 (53) ◽  
pp. 10616-10619 ◽  
Author(s):  
H. Yoshida ◽  
A. Shinke ◽  
Y. Kawano ◽  
K. Takaki

A universal system for highly α-selective hydrostannylation of terminal alkynes has been developed by use of a distannane or a silylstannane as a stannylating reagent under copper catalysis.

2016 ◽  
Vol 2016 (27) ◽  
pp. 4643-4655 ◽  
Author(s):  
Ausilia Baglieri ◽  
Luca Meschisi ◽  
Francesco De Sarlo ◽  
Fabrizio Machetti

2015 ◽  
Vol 51 (29) ◽  
pp. 6297-6300 ◽  
Author(s):  
H. Yoshida ◽  
Y. Takemoto ◽  
K. Takaki

Masked boryl and stannyl moieties are smoothly installed into a carbon–carbon triple bond of diverse terminal alkynes under copper catalysis to provide cis-boryl(stannyl)alkenes in a straightforward manner. The regioselectivity is totally inverted to those of the previous borylstannylations, where a masked boryl moiety is attached to an internal carbon of alkynes.


2020 ◽  
Vol 22 (21) ◽  
pp. 8544-8549 ◽  
Author(s):  
Li-Jun Wu ◽  
Fan Teng ◽  
Gui-Fen Lv ◽  
Jin-Heng Li

2021 ◽  
Author(s):  
Takumi Tsushima ◽  
Hideya Tanaka ◽  
Kazuki Nakanishi ◽  
Masaaki Nakamoto ◽  
Hiroto Yoshida

<p>Installation of a boron functionality into a more substituted carbon of terminal alkynes has been a challenging issue in chemical synthesis, since inherently Lewis acidic boron moieties, in principle, favor their attachment to a terminal carbon. Herein, we report on the highly internal-selective borylation of terminal alkynes under copper catalysis, wherein diminishment of boron-Lewis acidity and ligand-derived steric bulk around a copper center are the key to the success. In particular, the use of an anthranilamide-substituted boron moiety [B(aam)] is of high synthetic significance, because its properly diminished Lewis acidity enabled the internal regioselectivity and the Suzuki–Miyaura cross-coupling activity to be compatibly achieved. This method provided direct and universal approach to variously substituted branched alkenylboron compounds, regardless of electronic and steric properties of a substituent on terminal alkynes.</p>


2021 ◽  
Author(s):  
Takumi Tsushima ◽  
Hideya Tanaka ◽  
Kazuki Nakanishi ◽  
Masaaki Nakamoto ◽  
Hiroto Yoshida

<p>Installation of a boron functionality into a more substituted carbon of terminal alkynes has been a challenging issue in chemical synthesis, since inherently Lewis acidic boron moieties, in principle, favor their attachment to a terminal carbon. Herein, we report on the highly internal-selective borylation of terminal alkynes under copper catalysis, wherein diminishment of boron-Lewis acidity and ligand-derived steric bulk around a copper center are the key to the success. In particular, the use of an anthranilamide-substituted boron moiety [B(aam)] is of high synthetic significance, because its properly diminished Lewis acidity enabled the internal regioselectivity and the Suzuki–Miyaura cross-coupling activity to be compatibly achieved. This method provided direct and universal approach to variously substituted branched alkenylboron compounds, regardless of electronic and steric properties of a substituent on terminal alkynes.</p>


2016 ◽  
Vol 138 (38) ◽  
pp. 12348-12351 ◽  
Author(s):  
Lebin Su ◽  
Jianyu Dong ◽  
Long Liu ◽  
Mengli Sun ◽  
Renhua Qiu ◽  
...  

2019 ◽  
Author(s):  
Rémi blieck ◽  
Marc Taillefer ◽  
Florian Monnier

The addition of carboxylic acids to allenes was performed for the first time with copper catalysis. The hydrocarboxylation reaction is totally regio- and stereoselective, ligand-free and used catalytic amounts of copper and base.


2020 ◽  
Vol 26 (6) ◽  
pp. 577-583
Author(s):  
L. A. Tuaeva ◽  
I. Z. Toguzova ◽  
S. K. Tokaeva

The presented study develops theoretical and methodological foundations for assessing the fiscal sustainability of the constituent entities of the Russian Federation in perspective.Aim. The study aims to develop a systems approach to assessing the fiscal sustainability of the constituent entities of the Russian Federation in the medium and long term.Tasks. The authors analyze the major approaches to assessing the fiscal sustainability of federal subjects and determine the significance of quantitative and qualitative assessment methods in the development of a methodology for assessing the fiscal sustainability of federal subjects in the medium and long term.Methods. This study uses scientific methods of cognition, analysis and synthesis, comparison and analogy, systems and institutional approaches to assess the fiscal sustainability of federal subjects.Results. The authors examine the major approaches to assessing the fiscal sustainability of federal subjects developed by Russian scientific schools and disciplines; approaches used by state and local authorities; approaches to assessing the fiscal sustainability of federal subjects used by international and national rating agencies; foreign experience. In general, this implies the development of a universal system of indicators for assessing the fiscal sustainability of federal subjects.Conclusions. It is substantiated that under the current conditions of new challenges, particularly in the context of the coronavirus pandemic, it is necessary to assess the long-term balance and sustainability of the budgets of federal subjects using a systems approach based on quantitative and qualitative methods, making allowance for the medium- and long-term prospects to make efficient management decisions at different levels of the economic system.


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