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[5+3] Cycloaddition of 3-Oxidopyrylium: A Novel Route to Functionalized Cyclooctanoids from Furans

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Title [5+3] Cycloaddition of 3-Oxidopyrylium: A Novel Route to Functionalized Cyclooctanoids from Furans
 
Creator KRISHNA, UM
PATIL, MP
SUNOJ, RB
TRIVEDI, GK
 
Subject ring-closing metathesis
intramolecular aldol condensation
carbocyclic 8-membered rings
polarizable continuum model
olefin metathesis
organic-synthesis
catalyzed cycloadditions
nitrogen-heterocycles
samarium(ii) iodide
taxane skeleton
cyclooctanoids
3-oxidopyrylium ylides
[5+3] cycloadditions
stereoselectivity
density functional calculations
 
Description We report a facile and efficient synthesis of highly functionalized cyclooctanoid derivatives by employing a dimerization reaction of 3-oxidopyrylium ylides. Different substituents are introduced on the dimer and the stereochemical outcome of the resultant cyclooctanoids is unambiguously established by single-crystal Xray analysis.
 
Publisher GEORG THIEME VERLAG KG
 
Date 2011-07-30T07:51:09Z
2011-12-26T12:52:44Z
2011-12-27T05:39:35Z
2011-07-30T07:51:09Z
2011-12-26T12:52:44Z
2011-12-27T05:39:35Z
2010
 
Type Article
 
Identifier SYNTHESIS-STUTTGART, (2), 320-328
0039-7881
http://dx.doi.org/10.1055/s-0029-1217092
http://dspace.library.iitb.ac.in/xmlui/handle/10054/7893
http://hdl.handle.net/10054/7893
 
Language en