Application of Rh(I)-Catalyzed C−H Bond Activation to the Ring Opening of 2-Cycloalkenones in the Presence of Amines

2002 ◽  
Vol 4 (9) ◽  
pp. 1595-1597 ◽  
Author(s):  
Chul-Ho Jun ◽  
Choong Woon Moon ◽  
Sung-Gon Lim ◽  
Hyuk Lee
Keyword(s):  
Synthesis ◽  
2021 ◽  
Author(s):  
Masilamani Jeganmohan ◽  
Pinki Sihag

Bicyclic alkenes, including Oxa- and azabicyclic alkenes can be readily activated by using transition-metal complexes with facial selectivity, because of the intrinsic angle strain on carbon-carbon double bonds of these unsymmetrical bicyclic systems. During last decades considerable progress has been done in the area of ring-opening of bicyclic strained ring by employing the concept of C-H activation. This Review comprehensively compiles the various C-H bond activation assisted reactions of oxa- and azabicyclic alkenes, viz., ring-opening reactions, hydroarylation as well as annulation reactions.


2016 ◽  
Vol 36 (1) ◽  
pp. 53-63 ◽  
Author(s):  
Pascal Oulié ◽  
Chiara Dinoi ◽  
Chen Li ◽  
Alix Sournia-Saquet ◽  
Kane Jacob ◽  
...  

2012 ◽  
Vol 124 (9) ◽  
pp. 2140-2142 ◽  
Author(s):  
Merle Arrowsmith ◽  
Michael S. Hill ◽  
Gabriele Kociok-Köhn ◽  
Dugald J. MacDougall ◽  
Mary F. Mahon
Keyword(s):  

2017 ◽  
Vol 19 (8) ◽  
pp. 1966-1969 ◽  
Author(s):  
Christian A. Malapit ◽  
Donald R. Caldwell ◽  
Nicole Sassu ◽  
Samuel Milbin ◽  
Amy R. Howell

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Jia Feng ◽  
Xiufen Bi ◽  
Xiaoping Xue ◽  
Na Li ◽  
Lei Shi ◽  
...  

Abstract Atropisomers are important organic frameworks in bioactive natural products, drugs as well as chiral catalysts. Meanwhile, silanols display unique properties compared to their alcohol analogs, however, the catalytic synthesis of atropisomers bearing silanol groups is challenging. Here, we show a rhodium-catalyzed torsional strain-promoted asymmetric ring-opening reaction for the synthesis of α-silyl biaryl atropisomers. The reaction features a dynamic kinetic resolution of C(Ar)-Si bond cleavage, whose stereochemistry was controlled by a phosphoramidite ligand derived from (S)-3-methyl-1-((2,4,6-triisopropylphenyl)sulfonyl)piperazine. This work is a demonstration of an aryl-Narasaka acylation, where the C(Ar)-Si bond cleavage is promoted by the torsional strain of α, α’-disubstituted silafluorene.


2020 ◽  
Vol 56 (83) ◽  
pp. 12570-12573
Author(s):  
Heng Tan ◽  
Ruhima Khan ◽  
Dandan Xu ◽  
Yongyun Zhou ◽  
Xuexin Zhang ◽  
...  
Keyword(s):  

The first ring-opening addition of a benzylic C(sp3)–H bond to azabenzonorbornadienes is demonstrated.


2016 ◽  
Vol 52 (1) ◽  
pp. 202-205 ◽  
Author(s):  
Jan Wenz ◽  
Christoph A. Rettenmeier ◽  
Hubert Wadepohl ◽  
Lutz H. Gade

Nickel(ii) fluorido complexes bearing NNN-pincer ligands were found to be catalysts in the hydrodefluorination of geminal difluorocyclopropanes which undergo ring-opening to form the corresponding monofluoroalkenes in good yield and high Z-selectivities.


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