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Ozonolyses ofO-methyloximes in the presence of acid derivatives: A new access to substituted ozonides

✍ Scribed by Griesbaum, Karl ;Övez, Bikem ;Huh, Tae Sung ;Dong, Yuxiang

Publisher: John Wiley and Sons
Year: 1995
Tongue: English
Weight: 397 KB
Volume: 1995
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1995199508217

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✦ Synopsis

Abstract

Ozonolyses of O‐methyloximes (4) of 5‐, 6‐ and 7‐membered cycloketones in the presence of esters of trifluoroacetic acid (5) or of acyl cyanides (6) afforded ozonides of types 7 and 8, respectively, which are formally derived from vinyl ethers or vinyl cyanides. Similarly, ozonolysis of the O‐methylated oxime of acetone (9) in the presence of esters of trifluoroacetic acid (5) and of the O‐methylated oxime of 2‐naphthaldehyde (11) in the presence of acyl cyanides (6) gave the corresponding ozonides of types 10 and 12, respectively.

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