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Cycloaddition of annulated cyclohexa-2,4-dienones and novel reduction of halogen at bridgehead: an expedient route to tetracyclo[6.5.2.0(2,7).0(9,13)]pentadec-2(7),11-dien-14-one and framework of conidiogenol and conidiogenone

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Title Cycloaddition of annulated cyclohexa-2,4-dienones and novel reduction of halogen at bridgehead: an expedient route to tetracyclo[6.5.2.0(2,7).0(9,13)]pentadec-2(7),11-dien-14-one and framework of conidiogenol and conidiogenone
 
Creator SINGH, V
SINGH, RB
MOBIN, SM
 
Subject lycopodium alkaloids
organic-synthesis
(+)-magellaninone
(-)-magellanine
magellanine
diterpenes
phenols
diels-alder cycloaddition
photochemical reaction
oxa-di-pi-methane rearrangement
spiroepoxycyclohexa-2,4-dienone
 
Description An expedient route to tetracyclo[6.5.2.0(2,7).0(9,13)]pentadec-2(7),11-dien-14-one and tetracyclic framework of conidiogenol have been reported. Cycloaddition of annulated cyclohexa-2,4-dienone with cyclopentadiene, photochemical oxa-di-pi-methane reaction and a highly unusual dehalogenation of bridgehead halogen are the key features of our methodology. (C) 2009
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2011-08-23T23:32:54Z
2011-12-26T12:56:39Z
2011-12-27T05:45:42Z
2011-08-23T23:32:54Z
2011-12-26T12:56:39Z
2011-12-27T05:45:42Z
2009
 
Type Article
 
Identifier TETRAHEDRON, 65(38), 7969-7974
0040-4020
http://dx.doi.org/10.1016/j.tet.2009.07.051
http://dspace.library.iitb.ac.in/xmlui/handle/10054/10688
http://hdl.handle.net/10054/10688
 
Language en