darzens condensation
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Molecules ◽  
2021 ◽  
Vol 26 (15) ◽  
pp. 4668
Author(s):  
István Orbán ◽  
Bertalan Varga ◽  
Péter Bagi ◽  
László Hegedűs ◽  
Péter Bakó ◽  
...  

Carbohydrate-based crown ethers have been reported to be able to generate asymmetric induction in certain reactions. Previously, it was proved that the monosaccharide unit, the anomeric substituent, and the sidearm could influence the catalytic activity of the monoaza-15-crown-5 macrocycles derived from sugars. In order to gain information about the effect of the flexibility, 4,6-di-O-ethyl-glucoside-based crown compounds were synthesized, and their efficiency was compared to the 4,6-O-benzylidene analogues. It was found that the absence of the two-ring annulation has a negative effect on the enantioselectivity in liquid-liquid two-phase reactions: in the Darzens condensation of 2-chloroacetophenone and in the epoxidation of chalcone. The same trend was observed in the solid-liquid phase Michael addition of diethyl acetamidomalonate. Surprisingly, in the solid-liquid phase cyclopropanation of benzylidenemalononitrile, one of the new catalysts was highly enantioselective (99% ee).


2021 ◽  
pp. 144-146
Author(s):  
Jie Jack Li
Keyword(s):  

2018 ◽  
Vol 83 (21) ◽  
pp. 13132-13145 ◽  
Author(s):  
Vakhid A. Mamedov ◽  
Vera L. Mamedova ◽  
Saniya F. Kadyrova ◽  
Venera R. Galimullina ◽  
Gul’naz Z. Khikmatova ◽  
...  
Keyword(s):  

2018 ◽  
Vol 140 (16) ◽  
pp. 5500-5515 ◽  
Author(s):  
Zhen Li ◽  
Harish Jangra ◽  
Quan Chen ◽  
Peter Mayer ◽  
Armin R. Ofial ◽  
...  

2016 ◽  
Vol 12 ◽  
pp. 531-536 ◽  
Author(s):  
Joyeeta Roy ◽  
Tanushree Mal ◽  
Supriti Jana ◽  
Dipakranjan Mal

Dibromobenzoisofuranone 12, synthesized in six steps, was regiospecifically annulated with 5-substituted cyclohexenones 13/36 in the presence of LiOt-Bu to give brominated anthraquinones 14/38 in good yields. Darzens condensation of 30 was shown to give chain-elongated anthraquinone 32. Alkaline hydrolysis of 38 furnished 39 representing desulfoproisocrinin F.


2014 ◽  
pp. 196-197
Author(s):  
Jie Jack Li
Keyword(s):  

ChemInform ◽  
2011 ◽  
Vol 42 (27) ◽  
pp. no-no
Author(s):  
Peter Bako ◽  
Zsolt Rapi ◽  
Gyoergy Keglevich ◽  
Tamas Szabo ◽  
Peter L. Soti ◽  
...  

ChemInform ◽  
2011 ◽  
Vol 42 (23) ◽  
pp. no-no
Author(s):  
Marie E. Krafft ◽  
Steven J. R. Twiddle ◽  
John W. Cran

2011 ◽  
Vol 52 (13) ◽  
pp. 1473-1476 ◽  
Author(s):  
Péter Bakó ◽  
Zsolt Rapi ◽  
György Keglevich ◽  
Tamás Szabó ◽  
Péter L. Sóti ◽  
...  

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