Constrained phenylalanine derivatives by enyne metathesis and Diels-Alder reaction

Kotha, Sambasivarao ; Sreenivasachary, Nampally ; Brahmachary, Enugurthi (2001) Constrained phenylalanine derivatives by enyne metathesis and Diels-Alder reaction European Journal of Organic Chemistry, 2001 (4). pp. 787-792. ISSN 1434-193X

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/1099-06...

Related URL: http://dx.doi.org/10.1002/1099-0690(200102)2001:4<787::AID-EJOC787>3.0.CO;2-N

Abstract

A conceptually new approach for the synthesis of indane-based α-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 α-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 α-amino acid derivatives is reported.

Item Type:Article
Source:Copyright of this article belongs to John Wiley and Sons.
Keywords:Amino Acids; Cycloadditions; Drug Research; Metathesis; Peptidomimetics
ID Code:65207
Deposited On:15 Oct 2011 11:37
Last Modified:15 Oct 2011 11:37

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