W. Su, Jiuxi Chen, Hua-yue Wu
May 10, 2007
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0
Influential Citations
54
Citations
Journal
Journal of Organic Chemistry
Abstract
Gallium(III) triflate-catalyzed ring opening of epoxides affords β-hydroxy sulfides with high regioselectivity and chemoselectivity in high yields (84−97%) under solvent-free conditions. Additionally, a simple, efficient, and environmentally benign one-pot procedure for the synthesis of β-hydroxy sulfoxides in sole water has been developed for the first time. The process, promoted by a H2O2−Ga(OTf)3 system, affords β-hydroxy sulfoxides in high yields (81−94%) and high chemoselectivity without any detectable overoxidation to β-hydroxy sulfones. The catalyst could be recovered easily after the reactions and reused without evident loss of activity.