The Cobalt Carbonyl-catalyzed Hydroesterification of Methyl Acrylate with Carbon Monoxide and Methanol

1969 ◽  
Vol 42 (2) ◽  
pp. 571-572 ◽  
Author(s):  
Akio Matsuda
1985 ◽  
Vol 26 (22) ◽  
pp. 2683-2684 ◽  
Author(s):  
Toshiaki Murai ◽  
Shinzi Kato ◽  
Shinji Murai ◽  
Yoshio Hatayama ◽  
Noboru Sonoda

1983 ◽  
Vol 2 (12) ◽  
pp. 1883-1885 ◽  
Author(s):  
Toshiaki Murai ◽  
Yoshio Hatayama ◽  
Shinji Murai ◽  
Noboru Sonoda

2011 ◽  
Vol 133 (17) ◽  
pp. 6761-6779 ◽  
Author(s):  
Akifumi Nakamura ◽  
Kagehiro Munakata ◽  
Shingo Ito ◽  
Takuya Kochi ◽  
Lung Wa Chung ◽  
...  

Synlett ◽  
2018 ◽  
Vol 29 (06) ◽  
pp. 717-722 ◽  
Author(s):  
Teruyuki Kondo ◽  
Ryosuke Taniguchi ◽  
Yu Kimura

Ru3(CO)12-catalyzed divergent ring-opening coupling reactions of a cyclopropenone with methyl acrylate (an electron-deficient alkene) are developed. Under an argon atmosphere, a decarbonylative linear codimer is obtained, while cyclopentenones are obtained under carbon monoxide (20 atm) without decarbonylation. While ruthenium complexes show no catalytic activity for the ring-opening cocyclization of cyclopropenones with ethylene (20 atm) or bicyclo[2.2.1]hept-2-ene (2-norbornene), rhodium complexes, especially [RhCl(η4-1,5-cod)]2, show high catalytic activity for the desired cocyclization reactions to give the corresponding cyclopentenones in high yields and selectivities. In addition, [RhCl(η4-1,5-cod)]2 realizes the catalytic ring-opening co­cyclization of cyclopropenones with internal alkynes to give the corresponding cyclopentadienones. In all these reactions, ruthena- or rhodacyclobutenones are considered to be key intermediates, generated by strain-driven oxidative addition of a cyclopropenone C–C bond to an ­active ruthenium or rhodium species.


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