Cr(III)-mediated ring opening of epoxide to halohydrins

PETR 103

Sirinuch Pattarativanont, k_nnickk@hotmail.com, Program of petrochemistry and polymer science, Chulalongkorn University, Faculty of science, Phayathai Rd, Phatumwan, Bangkok, 10330, Thailand and Warinthorn Chavasiri, warintho@yahoo.com, Department of Chemistry, Chulalongkorn University, Faculty of Science, Phayathai Rd, Phatumwan, Bangkok, 10330, Thailand.
CrCl3.6H2O is disclosed as an efficient reagent for epoxide ring opening to halohydrin. The reactions are highly regioselective with excellent yields under mild conditions. In addiiton, the reactions of Cr(NO3)3.9H2O with appropriate lithium salts such as LiCl, LiBr or LiI and epoxides accomplishly furnish the corresponding halohydrins with excellent yield in short reaction time. Various examples of epoxides transforming to their halohydrins under this develpoved procedure will be demonstrated. One pot reaction to convert alkene into the corresponding halohydrin via epoxide is also accomplished using this methodology.
 

Poster Session
9:00 AM-11:00 AM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Petroleum Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007