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Synthesis of 4-aza tricyclo [6.2.2.0(1.6)]dodecenone and photoreactions: a stereoselective, entry to aza-polycyclic systems related to magellanine and congeners

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Title Synthesis of 4-aza tricyclo [6.2.2.0(1.6)]dodecenone and photoreactions: a stereoselective, entry to aza-polycyclic systems related to magellanine and congeners
 
Creator SINGH, V
BHALERAO, P
MOBIN, SM
 
Subject Spiroepoxycyclohexa-2,4-dienone
Diels-Alder reaction
Intramolecular cycloaddition
Tandem reaction
Oxidative dearomatization
TETRACYCLIC LYCOPODIUM ALKALOIDS
RING-CLOSING METATHESIS
FORMAL TOTAL-SYNTHESIS
PAUSON-KHAND REACTION
ORGANIC-SYNTHESIS
PHOTOCHEMICAL-REACTIONS
RADICAL CYCLIZATIONS
NATURAL-PRODUCTS
ALDER REACTION
CYCLOADDITION
 
Description A stereoselective, route to aza-polycyclic systems related to magellanine, and congeners from simple aromatic precursor is described. Oxidative dearomatization leading to a highly reactive spiroepoxycyclohexa-2,4-dienone, intramolecular inverse demand pi(4)s+pi(2)s cycloaddition and photochemical reactions are key features of our approach. (C) 2011 Elsevier Ltd. All rights reserved.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2014-10-14T17:50:18Z
2014-10-14T17:50:18Z
2012
 
Type Article
 
Identifier TETRAHEDRON, 68(1)238-243
http://dx.doi.org/10.1016/j.tet.2011.10.061
http://dspace.library.iitb.ac.in/jspui/handle/100/14611
 
Language en