'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
Full Text: HTML
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 ...
Related Articles:
Fragmentation of carbonyl oxides by N-oxides: An improved approach to alkene ozonolysis
[Schwartz, Chris; Raible, Joseph; Mott, Kyle; Dussault, Patrick H. Organic Letters, 2006 , vol. 8, # 15 p. 3199 - 3201]
Ozonolysis in Flow Using Capillary Reactors
[Roydhouse, M. D.; Motherwell, W. B.; Ghaini, A.; Constantinou, A.; Cantu-Perez, A.; Gavriilidis, A. Organic Process Research and Development, 2011 , vol. 15, # 5 p. 989 - 996]
A convenient method for the reduction of ozonides to alcohols with borane-dimethyl sulfide complex
[Flippin, Lee A.; Gallagher, David W.; Jalali-Araghi, Keyvan Journal of Organic Chemistry, 1989 , vol. 54, # 6 p. 1430 - 1432]