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Investigations of regio- and stereoselectivities in the synthesis of cytotoxic isoxazolidines through 1,3-dipolar cycloadditions of nitrones to dipolarophiles bearing an allylic oxygen

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Title Investigations of regio- and stereoselectivities in the synthesis of cytotoxic isoxazolidines through 1,3-dipolar cycloadditions of nitrones to dipolarophiles bearing an allylic oxygen
 
Creator Singh, Rajinder
Bhella, Surinderjit Singh
Sexana, A.K.
Shanmugavel, M.
Faruk, Abdul
Ishar, M.P.S.
 
Subject Chemical Sciences
 
Description Abstract—Regio- and stereoselectivities in cycloadditions of nitrones to dipolarophiles bearing an allylic oxygen, which furnishes substituted-isoxazolidine analogs of the furanose ring of nucleosides, have been investigated. Although the obtained regioselectivities are anticipated, a rationalization of the preferred formation of endo-cycloadducts necessitates the involvement of an allylic oxygen in secondary interaction. The obtained isoxazolidines display cytotoxic activities against a number of human cancer cell lines.
 
Date 2007
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://iiim.csircentral.net/279/1/10.1016j.tet.2006.12.076.pdf
Singh, Rajinder and Bhella, Surinderjit Singh and Sexana, A.K. and Shanmugavel, M. and Faruk, Abdul and Ishar, M.P.S. (2007) Investigations of regio- and stereoselectivities in the synthesis of cytotoxic isoxazolidines through 1,3-dipolar cycloadditions of nitrones to dipolarophiles bearing an allylic oxygen. Tetrahedron, 63 (10). pp. 2283-2291. ISSN 00404020
 
Relation http://dx.doi.org/10.1016/j.tet.2006.12.076
http://iiim.csircentral.net/279/