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Stereoselective Synthesis of Benzoxepines through Tandem Alkylation/Michael Addition to Vinylogous Carbonates

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Title Stereoselective Synthesis of Benzoxepines through Tandem Alkylation/Michael Addition to Vinylogous Carbonates
 
Creator GHARPURE, SJ
REDDY, SRB
 
Subject Oxygen heterocycles
Fused-ring systems
Domino reactions
Michael addition
PRINS-TYPE CYCLIZATION
RADICAL CYCLIZATION
S(N)2-MICHAEL ADDITION
CONSTRUCTION
ETHERS
OXACYCLES
SEQUENCE
ANALOGS
HETEROCYCLES
CARBOCYCLES
 
Description A tandem SN2 alkylation/Michael addition to vinylogous carbonates based approach for the stereoselective synthesis of benzoxepines is developed. The stereoselectivity improves with an increase in the steric bulk of the substituents. The method is extended to the synthesis of benzopyranoxepines and benzoxepinopyridines with angular substituents.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2014-10-16T13:45:08Z
2014-10-16T13:45:08Z
2013
 
Type Article
 
Identifier EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (15)2981-2984
http://dx.doi.org/10.1002/ejoc.201300267
http://dspace.library.iitb.ac.in/jspui/handle/100/15699
 
Language en