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N-Fmoc-dehydroalanine: a versatile molecular scaffold for the rapid solid-phase synthesis of cycloaliphatic amino acids

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Date

2000

Authors

Burkett, Brenden
Chai, Christina

Journal Title

Journal ISSN

Volume Title

Publisher

Elsevier

Abstract

The synthesis of polymer-supported N-Fmoc-dehydroalanine starting from S-protected cysteine via an oxidation/elimination strategy is described. Cycloaddition with a range of dienes afforded a range of conformationally constrained amino acids in moderate yields. The potential applications of this methodology to combinatorial libraries is discussed. (C) 2000 Elsevier Science Ltd.

Description

Keywords

Keywords: alpha amino acid; cysteine; dehydroalanine; polymer; article; chemical reaction; chemical structure; oxidation; proton nuclear magnetic resonance; reaction analysis; synthesis Dehydroalanine; Diels-Alder reactions; Solid-phase synthesis

Citation

URI

http://hdl.handle.net/1885/91242

Collections

ANU Research Publications

Source

Tetrahedron Letters

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

DOI

10.1016/S0040-4039(00)01113-8

Restricted until

2037-12-31

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