Ozonolysis of vinyl ethers in solution and on polyethylene

…, WS Kim, N Nakamura, M Mori, M Nojima…

Index: Griesbaum, Karl; Kim, Woo-Sun; Nakamura, Norinaga; Mori, Mitsuyuki; Nojima, Masatomo; Shigekazu, Kusabayashi Journal of Organic Chemistry, 1990 , vol. 55, # 25 p. 6153 - 6161

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Citation Number: 25

Abstract

Ozonolyses of the vinyl ethers la-f in methanol afforded almost exclusively the corresponding a-methoxy hydroperoxides 4, suggesting the preferred formation of the carbonyl oxides 2. In aprotic solvents including methyl formate, the predominant modes of decay of the carbonyl oxides 2 were cyclodimerization, reduction, and rearrangement, yet no ozonide formation. By contrast, ozonolyses of la-f on polyethylene gave the a-methoxy- ...