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Studies on synthesis of spirolactone annulated bicyclo[2.2.2] octanes: tricyclic core of yaoshanenolides

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Title Studies on synthesis of spirolactone annulated bicyclo[2.2.2] octanes: tricyclic core of yaoshanenolides
 
Creator DAS, B
MOBIN, SM
SINGH, V
 
Subject Oxidative dearomatization
Cyclohexa-2,4-dienones
pi(4)s+pi(2)s Cycloaddition
Ring-closing metathesis
Stereoselective Grignard reaction
Alkylation
ENANTIOSELECTIVE TOTAL-SYNTHESIS
DIELS-ALDER CYCLOADDITION
PI-FACIAL SELECTIVITIES
STEREOSELECTIVE ROUTE
NATURAL-PRODUCTS
CHEMOENZYMATIC SYNTHESIS
NUCLEOPHILIC ADDITIONS
RADICAL CYCLIZATION
ORGANIC-SYNTHESIS
MAOECRYSTAL-V
 
Description A stereoselective approach to tricyclic core of yaoshanenolides from simple aromatic precursor is described. Cycloaddition of highly reactive spiroepoxycyclohexa-2,4-dienone, stereoselective Grignard reaction, alkylation, and ring-closing metathesis reaction are the key features of our approach. (C) 2014 Elsevier Ltd. All rights reserved.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2014-12-29T05:20:30Z
2014-12-29T05:20:30Z
2014
 
Type Article
 
Identifier TETRAHEDRON, 70(32)4768-4777
0040-4020
http://dx.doi.org/10.1016/j.tet.2014.05.043
http://dspace.library.iitb.ac.in/jspui/handle/100/17178
 
Language English