Fragmentation of carbonyl oxides by N-oxides: An improved approach to alkene ozonolysis

Chris Schwartz; Joseph Raible; Kyle Mott; Patrick H. Dussault

doi:10.1021/ol061001k

Fragmentation of carbonyl oxides by N-oxides: An improved approach to alkene ozonolysis

Chris Schwartz, Joseph Raible, Kyle Mott, Patrick H. Dussault

Chemistry

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

48 Scopus citations

Abstract

Ozonolysis of alkenes in the presence of amine N-oxides results in the direct formation of aldehydes. This reaction, which appears to involve an unprecedented trapping and fragmentation of the short-lived carbonyl oxide intermediates, avoids the hazards associated with generation and isolation of ozonides or other peroxide products.

Original language	English (US)
Pages (from-to)	3199-3201
Number of pages	3
Journal	Organic Letters
Volume	8
Issue number	15
DOIs	https://doi.org/10.1021/ol061001k
State	Published - Jul 20 2006

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol061001k

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title = "Fragmentation of carbonyl oxides by N-oxides: An improved approach to alkene ozonolysis",

abstract = "Ozonolysis of alkenes in the presence of amine N-oxides results in the direct formation of aldehydes. This reaction, which appears to involve an unprecedented trapping and fragmentation of the short-lived carbonyl oxide intermediates, avoids the hazards associated with generation and isolation of ozonides or other peroxide products.",

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AU - Schwartz, Chris

AU - Raible, Joseph

AU - Mott, Kyle

AU - Dussault, Patrick H.

PY - 2006/7/20

Y1 - 2006/7/20

N2 - Ozonolysis of alkenes in the presence of amine N-oxides results in the direct formation of aldehydes. This reaction, which appears to involve an unprecedented trapping and fragmentation of the short-lived carbonyl oxide intermediates, avoids the hazards associated with generation and isolation of ozonides or other peroxide products.

AB - Ozonolysis of alkenes in the presence of amine N-oxides results in the direct formation of aldehydes. This reaction, which appears to involve an unprecedented trapping and fragmentation of the short-lived carbonyl oxide intermediates, avoids the hazards associated with generation and isolation of ozonides or other peroxide products.

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JO - Organic Letters

JF - Organic Letters

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Fragmentation of carbonyl oxides by N-oxides: An improved approach to alkene ozonolysis

Abstract

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