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Please use this identifier to cite or link to this item: http://dspace.library.iitb.ac.in/jspui/handle/10054/7919

Title: The Diels-Alder approach for the synthesis of tetralin-based alpha-amino acid derivatives and their modification by the Suzuki-Miyaura cross-coupling reaction
Authors: KOTHA, S
GHOSH, AK
Keywords: active dynorphin analog
bislactim-ether method
opioid receptor
enantioselective synthesis
ortho-quinodimethane
asymmetric syntheses
convenient synthesis
fused sultines
stereochemistry
peptides
Issue Date: 2004
Publisher: GEORG THIEME VERLAG KG
Citation: SYNTHESIS-STUTTGART, (4), 558-567
Abstract: Tetralin-based alpha-amino acid (AAA) is a constrained analogue of phenylalanine (Phe) and is used extensively in the design and synthesis of a variety of bioactive peptides. Due to the nonavailability of simple synthetic methods to deliver complex cyclic AAAs, only simplest members of this class have been used in the peptide area. In this regard, we have developed a new method to prepare various highly functionalized tetralin-based unusual AAA derivatives 22, 37-43 by trapping o-xylylene (or o-quinodimethane) intermediate with methyl 2-acetamidoacrylate (12). In addition, we have also modified the diidotetralin derivative 40 by the Suzuki-Miyaura cross-coupling reaction.
URI: http://dx.doi.org/10.1055/s-2004-815987
http://dspace.library.iitb.ac.in/xmlui/handle/10054/7919
http://hdl.handle.net/10054/7919
ISSN: 0039-7881
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