SHI EPOXIDATION

The 'Shi epoxidation' is a chemical reaction described as an asymmetric epoxidation of olefins with oxone and a fructose-derived catalyst ('1').

This procedure generates epoxides with high enantiomeric excesses from trans-disubstituted alkenes and trisubstituted alkenes. Cis-disubstituted alkenes and styrenes are asymmetrically epoxidized using a similar catalyst.

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References

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References

# ''An Efficient Catalytic Asymmetric Epoxidation Method'' Zhi-Xian Wang, Yong Tu, Michael Frohn, Jian-Rong Zhang, and Yian Shi ''J. Am. Chem. Soc.'' '1997', ''119(46)'', 11224-11235. ()
# Frohn, M.; Shi, Y. ''Synthesis'' '2000', ''14'', 1979-2000. (Review)
# Tian, H.; She, X.; Shu, L.; Yu, H.; Shi, Y. ''J. Am. Chem. Soc.'' '2000', ''122'', 11551-11552. ()
# Tian, H.; She, X.; Xu, J.; Shi, Y. ''Org. Lett.'' '2001', ''3'', 1929-1931. ()

See also

★ Sharpless epoxidation