Catalytic oxidative cleavage of olefins promoted by osmium tetroxide and hydrogen peroxide.

Stewart R Hart, Daniel C Whitehead, Benjamin R Travis, Babak Borhan

Michigan State University, Department of Chemistry, East Lansing, MI 48824, USA.

Organic & biomolecular chemistry 2011 Jul 7

filter terms:

Hydrogen peroxide was employed as the terminal oxidant in the osmium tetroxide mediated oxidative cleavage of olefins, producing the corresponding aldehyde and ketone products. Aryl olefins are cleaved in good to excellent yield regardless of arene electronics. Alkyl olefins cleave in moderate to good yield for di- and tri-substituted alkenes.

Citation

Stewart R Hart, Daniel C Whitehead, Benjamin R Travis, Babak Borhan. Catalytic oxidative cleavage of olefins promoted by osmium tetroxide and hydrogen peroxide. Organic & biomolecular chemistry. 2011 Jul 7;9(13):4741-4