Untersuchungen über die Bildung von 2-Acylcyclopentanonen aus 1-(1-Äthynyl)-cyclopentenen und Perameisensäure |
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| Authors: | Dr Karl Eichinger |
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| Institution: | (1) Abteilung für Analytische Chemie, Institut für Organische Chemie, Technische Universität Wien, Getreidemarkt 9, A-1060 Wien, Österreich |
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| Abstract: | The reaction of1 a with H2O2 in HCOOH yielded 37%4 a and 15%3 a. 1 c reacted under similar conditions to4 c (29%),3 b (12%) and3 c (22%).1 b was less reactive towards H2O2 in HCOOH due to its low solubility in HCOOH;4 b was isolated with 6% yield, 69%1 b remained unchanged.Under conditions of epoxide hydrolysis and catalysis of theRupe rearrangement, the epoxides2 a and2 b yielded 37%4 a and 30%4 b, resp.Based upon these experimental results, mechanisms for the observed reactions are proposed. |
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