Highly regio- and stereoselective synthesis of β-halohydrins from epoxides catalyzed with ceric ammonium nitrate

Article abstract of DOI:10.1080/00397919708003362

Ce(IV) as ceric ammonium nitrate can effectively catalyze ring opening of epoxides with halides under very mild conditions and easy procedure to give the corresponding β-chloro- and β-bromohydrins in excellent yields. The reactions occur with both substituted and unsubstituted quaternary ammonium halides and with high regio- and stereoselectivity. The reaction of optically active styrene oxide with chloride ion was found to be highly stereospecific and afforded the corresponding β-halohydrin in 96% ee.

Full text of DOI:10.1080/00397919708003362

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Synthetic Communications: An
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Organic Chemistry
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Highly Regio- and
Stereoselective Synthesis
of β-Halohydrins from
Epoxides Catalyzed with Ceric
Ammonium Nitrate
a
a
a b
N. Iranpoor , F. Kazemi & P. Salehi
a
Chemistry Department, Shiraz University, Shiraz,
1454, Iran
7
b
Chemistry Department, Kermanshah University,
Kermanshah, Iran
Published online: 22 Aug 2006.
To cite this article: N. Iranpoor , F. Kazemi & P. Salehi (1997): Highly Regio- and
Stereoselective Synthesis of β-Halohydrins from Epoxides Catalyzed with Ceric
Ammonium Nitrate, Synthetic Communications: An International Journal for Rapid
Communication of Synthetic Organic Chemistry, 27:7, 1247-1258
To link to this article: http://dx.doi.org/10.1080/00397919708003362
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