Fragmentation of Carbonyl Oxides by <i>N</i>-Oxides:  An Improved Approach to Alkene Ozonolysis

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

Organic Letters · 2006 · 62 citations · 6 references

Concepts

Abstract

[Structure: see text] 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.

References

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