Ozonolyses of O‐methyloximes in the presence of acid derivatives: A new access to substituted ozonides

Karl Griesbaum; Bikem Övez; Tae Sung Huh; Yuxiang Dong

doi:10.1002/jlac.1995199508217

Ozonolyses of O‐methyloximes in the presence of acid derivatives: A new access to substituted ozonides

Karl Griesbaum, Bikem Övez, Tae Sung Huh, Yuxiang Dong

Research output: Contribution to journal › Article › peer-review

34 Scopus citations

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.

Original language	English (US)
Pages (from-to)	1571-1574
Number of pages	4
Journal	Liebigs Annalen
Volume	1995
Issue number	8
DOIs	https://doi.org/10.1002/jlac.1995199508217
State	Published - Jul 24 1995
Externally published	Yes

Keywords

Oximes
Ozonides, substituted
Ozonolysis
O‐methylated

ASJC Scopus subject areas

General Chemistry

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10.1002/jlac.1995199508217

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title = "Ozonolyses of O‐methyloximes in the presence of acid derivatives: A new access to substituted ozonides",

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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T1 - Ozonolyses of O‐methyloximes in the presence of acid derivatives

T2 - A new access to substituted ozonides

AU - Griesbaum, Karl

AU - Övez, Bikem

AU - Huh, Tae Sung

AU - Dong, Yuxiang

PY - 1995/7/24

Y1 - 1995/7/24

N2 - 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.

AB - 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.

KW - Oximes

KW - Ozonides, substituted

KW - Ozonolysis

KW - O‐methylated

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M3 - Article

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Ozonolyses of O‐methyloximes in the presence of acid derivatives: A new access to substituted ozonides

Abstract

Keywords

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