Ozone chemistry of acetylenes: Trapping of α-oxo carbonyl oxides by methanol and stabilization of α-oxo hydroperoxides by derivatization

Karl Griesbaum; Yuxiang Dong

doi:10.1002/jlac.199719970418

Ozone chemistry of acetylenes: Trapping of α-oxo carbonyl oxides by methanol and stabilization of α-oxo hydroperoxides by derivatization

Karl Griesbaum, Yuxiang Dong

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

3 Scopus citations

Abstract

Ozonolyses of four symmetrically substituted (13a-13d) and of four unsymmetrically substituted acetylenes (17a-17d) gave all of the expected α-oxo methoxyhydroperoxides (14a-14d, 18ae-18de, 19ae-19de) with good selectivities. The labile, non-isolable hydroperoxides were converted into the corresponding O-methyl oximes (15, 18f, 19f), which could be isolated as stable compounds.

Original language	English (US)
Pages (from-to)	753-756
Number of pages	4
Journal	Liebigs Annales
Issue number	4
DOIs	https://doi.org/10.1002/jlac.199719970418
State	Published - 1997
Externally published	Yes

Keywords

Alkynes
Hydroperoxides
Oximes
Ozonolysis

ASJC Scopus subject areas

General Chemistry

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10.1002/jlac.199719970418

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abstract = "Ozonolyses of four symmetrically substituted (13a-13d) and of four unsymmetrically substituted acetylenes (17a-17d) gave all of the expected α-oxo methoxyhydroperoxides (14a-14d, 18ae-18de, 19ae-19de) with good selectivities. The labile, non-isolable hydroperoxides were converted into the corresponding O-methyl oximes (15, 18f, 19f), which could be isolated as stable compounds.",

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year = "1997",

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T2 - Trapping of α-oxo carbonyl oxides by methanol and stabilization of α-oxo hydroperoxides by derivatization

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AU - Dong, Yuxiang

PY - 1997

Y1 - 1997

N2 - Ozonolyses of four symmetrically substituted (13a-13d) and of four unsymmetrically substituted acetylenes (17a-17d) gave all of the expected α-oxo methoxyhydroperoxides (14a-14d, 18ae-18de, 19ae-19de) with good selectivities. The labile, non-isolable hydroperoxides were converted into the corresponding O-methyl oximes (15, 18f, 19f), which could be isolated as stable compounds.

AB - Ozonolyses of four symmetrically substituted (13a-13d) and of four unsymmetrically substituted acetylenes (17a-17d) gave all of the expected α-oxo methoxyhydroperoxides (14a-14d, 18ae-18de, 19ae-19de) with good selectivities. The labile, non-isolable hydroperoxides were converted into the corresponding O-methyl oximes (15, 18f, 19f), which could be isolated as stable compounds.

KW - Alkynes

KW - Hydroperoxides

KW - Oximes

KW - Ozonolysis

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Ozone chemistry of acetylenes: Trapping of α-oxo carbonyl oxides by methanol and stabilization of α-oxo hydroperoxides by derivatization

Abstract

Keywords

ASJC Scopus subject areas

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