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Molecular complexity from aromatics. Cycloaddition of cyclohexa-2,4-dienones, sigmatropic 1,2-acyl shift and ring-closing metathesis: a new, efficient, and stereoselective synthesis of (±)-hirsutic acid C and medium ring carbocycles

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Title Molecular complexity from aromatics. Cycloaddition of cyclohexa-2,4-dienones, sigmatropic 1,2-acyl shift and ring-closing metathesis: a new, efficient, and stereoselective synthesis of (±)-hirsutic acid C and medium ring carbocycles
 
Creator SINGH, VISHWAKARMA
PAL, SHANTANU
TOSH, DILIP K
SHAIKH, MOBIN M
 
Subject diels-alder reaction
hirsutic acid
 
Description A new, stereoselective formal synthesis of hirsutic acid and medium ring carbocyclic systems from salicyl alcohol is described. Cycloaddition between electron deficient partners such as cyclohexa-2,4-dienone and methylmethacrylate, triplet sensitized 1,2-acyl shift and ring-closing metathesis are the key features of our approach.
 
Publisher Elsevier
 
Date 2009-02-20T05:25:59Z
2011-11-25T17:35:30Z
2011-12-26T13:06:29Z
2011-12-27T05:54:19Z
2009-02-20T05:25:59Z
2011-11-25T17:35:30Z
2011-12-26T13:06:29Z
2011-12-27T05:54:19Z
2007
 
Type Article
 
Identifier Tetrahedron 63(11), 2446-2454
0040-4020
http://dx.doi.org/10.1016/j.tet.2007.01.006
http://hdl.handle.net/10054/717
http://dspace.library.iitb.ac.in/xmlui/handle/10054/717
 
Language en