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25.1.1.1 Method 1: Oxidative Cleavage of Alkenes

DOI: 10.1055/sos-SD-025-00003

Podlech, J., Science of Synthesis, (2007) 25, 17.

Oxidative cleavage of alkenes is a frequently applied method for the preparation of aldehydes (and ketones). Ozonolysis reactions are easy to perform but should be used with care when electron-rich aromatic substructures are present in the molecule. Even nonsubstituted benzyl ethers and similar structures are occasionally attacked by ozone giving, for example, a benzoate. For such compounds a one-pot dihydroxylation/glycol cleavage with osmium(VIII) oxide and sodium periodate is preferred.

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