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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 9
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Original Articles

High Yield Regioselective Ring Opening of Epoxides Using Samarium Chloride Hexahydrate

Kankan Bhaumik Department of Pharmaceutical Sciences and Technology, Mumbai University Institute of Chemical Technology, Matunga, Mumbai, India
,
Umesh W. Mali Department of Pharmaceutical Sciences and Technology, Mumbai University Institute of Chemical Technology, Matunga, Mumbai, India
&
K. G. Akamanchi Department of Pharmaceutical Sciences and Technology, Mumbai University Institute of Chemical Technology, Matunga, Mumbai, IndiaCorrespondence[email protected]
Pages 1603-1610 | Published online: 16 Aug 2006
 
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Abstract

Epoxides were converted to the corresponding β-azidohydrins and β-iodohydrins using SmCl3·6H2O/NaN3 in DMF and SmCl3·6H2O/NaI in acetonitrile respectively. The reactions were highly regioselective, efficient, and gave excellent yields under mild and neutral conditions.

Acknowledgment

KB and UWM thank UGC for SRF fellowships.

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