ChemInform Abstract: PHOTOCHEMISTRY OF TWO β,β′-EPOXY KETONES, 3-OXATRICYCLO(3.2.1.02,4)OCTAN-8-ONE AND 3-OXATRICYCLO(3.3.1.02.4)NONAN-9-ONE. INTRAMOLECULAR REACTIONS OF α,β-UNSATURATED ALDEHYDO KETENES

1978 ◽  
Vol 9 (51) ◽  
Author(s):  
S. AYRAL-KALOUSTIAN ◽  
S. WOLFF ◽  
W. C. AGOSTA
Synthesis ◽  
2005 ◽  
Vol 2005 (12) ◽  
pp. 1945-1948
Author(s):  
Baohua Chen ◽  
Fangfang Ma ◽  
Xiaolong Li ◽  
Tian Lan ◽  
Yongxiang Ma ◽  
...  

The diquinones have been but little investigated, and as they contain two condensed highly active quinonid systems it is to be anticipated that they should be capable of interesting intramolecular reactions. When heated to 210-215º, 4 : 4'-dimethoxydiquinone is rapidly converted into a red crystalline isomeride (yield, 90%), soluble in alkali with an intense blue colour, and yielding a mono-acetate indicating the occurrence of a free hydroxyl group. Two hydrogen atoms are taken up on reduction, and the phenolic product yields a triacetate and a trimethyl ether. It follows that of the four carbonyl oxygens of 4 : 4'-dimethoxydiquinone, one has been converted into a hydroxyl group, and another which does not exhibit any functional activity, is probably present as ethereal oxygen. These results led to formula (III) as representing the product of rearrangement.


1984 ◽  
Vol 49 (9) ◽  
pp. 1676-1678 ◽  
Author(s):  
Arthur G. Schultz ◽  
Wayne G. McMahon

2021 ◽  
Author(s):  
Roozbeh Eskandari ◽  
Jeremy P Hess ◽  
Gregory P Tochtrop

Herein, a new protocol for rapid synthesis of α,β-unsaturated epoxy ketones utilizing a bifunctional sulfonium/phosphonium ylide is described. This approach comprises two sequential chemoselective reactions between sulfonium and phosphonium ylides...


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