a-Fluorocarbonyl compounds by isomerization of 2-fluorooxiranes

2-Fluorooxiranes (e.g.,I; X=H, MeO,MeCO2) can be isolated after peracid oxidn. of fluoroalkenes . When treated with the triethylamine hydrogen fluoride adduct, the intermediates I isomerize to afford a-fluorinated carbonyl compds. II (X as above) . [on SciFinder (R)]


Published in:
Tetrahedron, 52, 7, 2429-34
Year:
1996
Keywords:
Note:
CAN 124:259990
21-1
General Organic Chemistry
Inst. Chim. organique,Univ. Batiment de Chim. (BCh),Lausanne-Dorigny,Switz.
Journal
0040-4020
written in English.
175400-08-5P Role: SPN (Synthetic preparation), PREP (Preparation) (condensation of 2-(aminomethyl)adamant-2-ol with fluorocyclododecanone); 1524-06-7P; 175399-98-1P; 175399-99-2P; 175400-06-3P; 175400-07-4P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (intermediate; a-fluorocarbonyl compds. by isomerization of 2-fluorooxiranes); 28529-71-7 Role: RCT (Reactant), RACT (Reactant or reagent) (reactant; condensation of 2-(aminomethyl)adamant-2-ol with fluorocyclododecanone); 27390-79-0; 66622-72-8; 75676-40-3; 128259-86-9 Role: RCT (Reactant), RACT (Reactant or reagent) (reactant; a-fluorocarbonyl compds. by isomerization of 2-fluorooxiranes); 175399-94-7P; 175400-04-1P; 175400-05-2P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (reactant; a-fluorocarbonyl compds. by isomerization of 2-fluorooxiranes); 937-14-4 (m-Chloroperbenzoic acid); 7789-23-3 (Potassium fluoride); 73602-61-6 Role: RCT (Reactant), RACT (Reactant or reagent) (reagent; a-fluorocarbonyl compds. by isomerization of 2-fluorooxiranes); 175400-09-6 Role: RCT (Reactant), RACT (Reactant or reagent) (starting material; condensation of 2-(aminomethyl)adamant-2-ol with fluorocyclododecanone); 175399-97-0; 175400-10-9 Role: RCT (Reactant), RACT (Reactant or reagent) (starting material; a-fluorocarbonyl compds. by isomerization of 2-fluorooxiranes); 175399-95-8P; 175399-96-9P; 670225-79-3P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (a-fluorocarbonyl compds. by isomerization of 2-fluorooxiranes); 3893-44-5P; 76409-43-3P; 175400-01-8P; 175400-02-9P; 175400-03-0P; 287965-96-2P; 668990-72-5P; 670223-66-2P Role: SPN (Synthetic preparation), PREP (Preparation) (a-fluorocarbonyl compds. by isomerization of 2-fluorooxiranes)
Laboratories:




 Record created 2006-03-03, last modified 2018-01-27


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