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Isoxazolines from nitro compounds: synthesis and applications

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Title Isoxazolines from nitro compounds: synthesis and applications
 
Creator NAMBOOTHIRI, IRISHI NN
RASTOGI, NAMRATA
 
Subject isoxazolines
nitrile oxide
silyl nitronate
 
Description This paper reviews the construction of isoxazoline rings via 1,3-dipolar cycloaddition of nitrile oxides or nitronates, including silyl nitronates, generated from nitroalkanes, with alkenes. Recent studies on the mechanism and regiochemistry, inter- and intramolecular versions and asymmetric approaches to the cycloaddition are also dealt with in this review. A comparison of the nitrile oxide cycloaddition with silyl nitronate cycloaddition, especially their intramolecular versions, indicates the superiority of the silyl nitronate approach in providing the cycloadducts in greater yield and selectivity. Finally, various modes of cleavage of the isoxazoline ring to potentially useful synthetic intermediates are also discussed.
 
Publisher Springer-Verlag Berlin Heidelberg
 
Date 2009-02-16T12:24:36Z
2011-11-25T17:01:25Z
2011-12-26T13:06:12Z
2011-12-27T05:54:01Z
2009-02-16T12:24:36Z
2011-11-25T17:01:25Z
2011-12-26T13:06:12Z
2011-12-27T05:54:01Z
2008
 
Type Book chapter
 
Identifier Synthesis of Heterocycles via Cycloadditions I (V 12), 1-44
978-3-540-78368-8
http://dx.doi.org/10.1007/7081_2007_101
http://hdl.handle.net/10054/662
http://dspace.library.iitb.ac.in/xmlui/handle/10054/662
 
Language en