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Diversity-oriented approach to linearly fused spirocycles via strategic utilization of a [2+2+2] cycloaddition and the Diels-Alder reaction

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Title Diversity-oriented approach to linearly fused spirocycles via strategic utilization of a [2+2+2] cycloaddition and the Diels-Alder reaction
 
Creator KOTHA, S
ALI, R
 
Subject ORGANIC-SYNTHESIS
SYNTHETIC STRATEGY
KEY STEPS
DERIVATIVES
METATHESIS
ALKYNES
SPIRO
CYCLOTRIMERIZATION
(+/-)-STRYCHNINE
COCYCLIZATION
Active methylene compounds
[2+2+2] Cycloaddition
Diels-Alder reaction
Spirocycles
Sultine derivatives
Wilkinson's catalyst
 
Description We have demonstrated a simple and an efficient protocol for assembling a library of linearly fused spirocycles in a diversity-oriented manner by utilizing two sequential atom-economic reactions such as a [2+2+2] cycloaddition and the Diels-Alder (DA) reaction. Herein, we have used rongalite for the formation of sultine derivatives, which are useful latent diene equivalents suitable for the DA sequence to generate a library of polycycles under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2016-01-15T05:52:01Z
2016-01-15T05:52:01Z
2015
 
Type Article
 
Identifier TETRAHEDRON, 71(10)1597-1603
0040-4020
http://dx.doi.org/10.1016/j.tet.2015.01.009
http://dspace.library.iitb.ac.in/jspui/handle/100/17861
 
Language en