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Paper Information

Journal:   IRANIAN POLYMER JOURNAL (ENGLISH)   2004 , Volume 13 , Number 6; Page(s) 495 To 501.
 
Paper: 

SYNTHESIS OF AZIDOHYDRINS, NITROHYDRINS AND NITRATOHYDRINS FROM EPOXIDES USING AZIDE, NITRITE AND NITRATE EXCHANGE RESINS

 
 
Author(s):  TAMAMI B., IRANPOUR N., REZAEI R.
 
* 
 
Abstract: 

Ring opening reactions of epoxides with nucleophiles are very useful approach in organic synthesis for preparation of functionalized oxygenated compounds. Solid-phase synthesis, in particular reactions using polymer supported nucleophiles, have been widely used in organic synthesis mainly because of the ease of separation of products. Thus, as new polymeric reagents, Amberlite IRA-400 supported azide, nitrite and nitrate are introduced as polymeric reagents for efficient and regioselective conversion of epoxides to azidohydrins, nitrohydrins and nitratohydrins in good yields under mild reaction conditions. The advantages of these reagents over some of those reported in the literature are easy work up procedure, regeneration of the reagent, clean and neutral reaction conditions. In addition no catalyst is required for occurrence of the reactions.

 
Keyword(s): POLYMER SUPPORTED NUCLEOPHILES, AZIDOHYDRIN, NITROHYDRIN, NITRATOHYDRIN, EPOXIDES
 
References: 
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