NDLI: The Novel Sequence Diels-Alder Reaction/Ireland-Claisen Rearrangement Applied to Acyclic Dienophiles: New Insights into the Selectivity of the Ireland-Claisen Rearrangement

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The Novel Sequence Diels-Alder Reaction/Ireland-Claisen Rearrangement Applied to Acyclic Dienophiles: New Insights into the Selectivity of the Ireland-Claisen Rearrangement

Content Provider	Scilit
Author	Velker, Jörg Roblin, Jean Philippe Neels, Antonia Tesouro, Ana Stoeckli-Evans, Helen Klaerner, Frank-Gerrit Gehrke, Jan-Stefan Neier, Reinhard
Copyright Year	1999
Description	The new dienes 4a-d, 7 and 11 reacted in good yields with acyclic dienophiles like methyl acrylate and diethyl fumarate in the tandem process Diels-Alder reaction/Ireland-Claisen rearangement. Analysis of the relative configuration of products 5, 6, 8-10 and 12 indicated that preference for the chair or boat transition state of the Ireland-Claisen rearrangement is stronlgy influenced by the relative configuration of the substituents of the cyclohexene ring.
Related Links	http://doc.rero.ch/record/8007/files/Velker_Jorg_-_The_Novel_Sequence_Diels-Alder_Reaction_20070816.pdf http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-1999-3093.pdf
Ending Page	929
Page Count	5
Starting Page	925
ISSN	09365214
e-ISSN	14372096
DOI	10.1055/s-1999-3093
Journal	Synlett
Issue Number	Sup. 1
Volume Number	1999
Language	English
Publisher	Georg Thieme Verlag KG
Publisher Date	1999-06-08
Access Restriction	Open
Subject Keyword	Organic Chemistry Diels-alder Reaction Ireland-claisen Rearrangement Diastereoselectivity
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry

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