Tetrahedron

'Reductive ozonolysis' via a new fragmentation of carbonyl oxides

C Schwartz, J Raible, K Mott, PH Dussault

Index: Schwartz, Chris; Raible, Joseph; Mott, Kyle; Dussault, Patrick H. Tetrahedron, 2006 , vol. 62, # 46 p. 10747 - 10752

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Citation Number: 41

Abstract

This account describes the development of methodologies for 'reductive'ozonolysis, the direct ozonolytic conversion of alkenes into carbonyl groups without the intermediacy of 1, 2, 4-trioxolanes (ozonides). Ozonolysis of alkenes in the presence of DMSO produces a mixture of aldehyde and ozonide. The combination of DMSO and Et3N results in improved yields of carbonyls but still leaves unacceptable levels of residual ozonides; similar results ...