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NOVEL FRAGMENTATION OF SPIRO CAGE DIONES DURING CE(IV) ION OXIDATION - INTERESTING MECHANISTIC DEVIATION THROUGH SPIRO ANNULATION

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Title NOVEL FRAGMENTATION OF SPIRO CAGE DIONES DURING CE(IV) ION OXIDATION - INTERESTING MECHANISTIC DEVIATION THROUGH SPIRO ANNULATION
 
Creator SINGH, V
RAJU, BNS
 
Subject olefin metathesis
 
Description Oxidation of pentacyclo[5.4.0.0(2,6)0(3,1)0(5,9)]undecane-8,11-dione-4-spiro-1'-cyclopropane (2a) and pentacyclo[5.4.0.0(2,6)0(3,10).0(5,9)]undecane-8,11-dione-4-spiro-1'-cyclopentane (2b) with Ce (IV) ion is described. The treatment of 2a and 2b with ceric ammonium nitrate (CAN) furnishes the isomeric anhydrides 3a, 4a and 3b, 4b and the ketolactones 5a, 5b, respectively. A mechanism has been proposed to account for the observed products.
 
Publisher COUNCIL SCIENTIFIC INDUSTRIAL RESEARCH
 
Date 2011-07-20T20:19:02Z
2011-12-26T12:51:40Z
2011-12-27T05:38:05Z
2011-07-20T20:19:02Z
2011-12-26T12:51:40Z
2011-12-27T05:38:05Z
1992
 
Type Article
 
Identifier INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 31(11), 725-728
0376-4699
http://dspace.library.iitb.ac.in/xmlui/handle/10054/5635
http://hdl.handle.net/10054/5635
 
Language en