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Constrained phenylalanine derivatives by enyne metathesis and Diels-Alder reaction

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Title Constrained phenylalanine derivatives by enyne metathesis and Diels-Alder reaction
 
Creator KOTHA, S
SREENIVASACHARY, N
BRAHMACHARY, E
 
Subject amino-acid derivatives
glycine equivalent
organic-synthesis
peptidomimetics
analogs
discovery
receptor
route
phe
amino acids
cycloadditions
drug research
metathesis
peptidomimetics
 
Description A conceptually new approach for the synthesis of indane-based alpha -amino acid derivatives is reported. In this regard, the synthesis of five-membered exocyclic and five-membered inner-outer ring diene building blocks (7 and 15) containing alpha -amino acid moieties is described. Diene 15 is prepared by an enyne metathesis reaction as a key step. In this paper, a full account of our work regarding the Diels-Alder reaction of these dienes with various dienophiles, and the subsequent oxidation of the cycloadducts to give various indane-based alpha -amino acid derivatives is reported.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2011-09-01T15:12:07Z
2011-12-26T12:59:42Z
2011-12-27T05:52:23Z
2011-09-01T15:12:07Z
2011-12-26T12:59:42Z
2011-12-27T05:52:23Z
2001
 
Type Article
 
Identifier EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (4), 787-792
1434-193X
http://dspace.library.iitb.ac.in/xmlui/handle/10054/12808
http://hdl.handle.net/10054/12808
 
Language en